The important role of 12093-10-6

12093-10-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,12093-10-6 ,Ferrocenecarboxaldehyde, other downstream synthetic routes, hurry up and to see

Name is Ferrocenecarboxaldehyde, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 12093-10-6, its synthesis route is as follows.

To a round bottomed flask equipped with a magnetic stirrer bar was added ferrocene carboxaldehyde(535 mg, 2.5 mmol, 1 eq). The flask was then charged with ethanol (4 cm3) and THF (1 cm3). Thered solution was then treated with sodium borohydride (123 mg, 3.2 mmol, 1.3 eq). The flask wasthen sealed and placed under a nitrogen atmosphere. After 30 minutes the solution had changedcolour to an orange and TLC analysis indicated full consumption of the starting material. The flaskwas then concentrated to 90% of original volume in vacuo. The dark orange residue was then takenup in EtOAc (15 cm3) and NaHCO3 (15 cm3). The bi-phasic mixture was transferred to separatingfunnel, the aqueous layer was separated and then back extracted with EtOAc (3 x 5 cm3), thecombined organic washings were then dried over MgSO4, filtered and then concentrated in vacuo togive a yellow solid. The ferrocene methanol was then taken up in 1,3-propanediol (5 cm3), the yellowsolution was then treated with ytterbium (Ill) triflate (77 mg, 0.125 mmol, 5 mol%). The flask wasthen sealed and heated to 100 C. After heating for 10 minutes TLC analysis indicated fullconsumption of the starting material. The flask was cooled to room temperature, diluted with H20(20 cm3) and EtOAc (20 cm3). The organic layer was then separated and the aqueous layer backextracted with EtOAc (3 x 5 cm3). The combined organic layers were then washed with H20 (2018 cm3) and brine (sat) (20 cm3) then dried over MgSO4, filtered then concentrated in vacuo to give an orange solid. Purification was then carried out by silica-gel chromatography eluting with n-Hex 1:1 EtOAc to give the desired product 3-(ferrocenyloxy)propan-lol (1) as an orange powder (514 mg, 74%).?H NIVIR (250 MHz, CDC13); oH: 4.24 (s, 4H), 4.11 (s, 6H), 3.65 (t, 2H, J 5.4 Hz), 3.54 (t, 2HJ=5.4 Hz), 3.65 (t, 2H J = 5.4 Hz), 2.52 (br s, 1H), 1.7 (quin 2H, J = 5.6 Hz); ?3C NIVIR (75 IVIHz, CDC13); Oc: 83.6, 77.3, 71.5, 69.4, 69.3, 69.2, 68.7, 32.0; HRMS (ESI iTOF) calculated for C,4H,8FeO2Na m/z 297.0553 found 297.0560 (m/z + Na); Electrochemical potential: 181 mV.

12093-10-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,12093-10-6 ,Ferrocenecarboxaldehyde, other downstream synthetic routes, hurry up and to see

Reference:
Patent; ATLAS GENETICS LIMITED; MARSH, Barrie J.; FROST, Christopher G.; SHARP, Jonathan; WO2015/52516; (2015); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Some tips on Ferrocenecarboxaldehyde

The chemical industry reduces the impact on the environment during synthesis,12093-10-6,Ferrocenecarboxaldehyde,I believe this compound will play a more active role in future production and life.

12093-10-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ferrocenecarboxaldehyde, cas is 12093-10-6,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

(2) Synthesis of ferrocene methanol: ferrocene formaldehyde (10 g, 0.047 muM) dissolved in anhydrous ethyl ether in, and transfer it to the constant pressure in the dropping funnel; in three-neck round bottom flask is added in the tetrahydro (1.8 g, 0 . 047 muM), under the protection of the helium, the ferrocene formaldehyde solution is slowly dripped into stirring in in the tetrahydro solution, then completing after 45 C reflow 2 h, for at the same time thin-layer chromatographic monitoring the reaction; after the reaction, cooling to room temperature, then adding 60 ml ethyl ether, excessive cooling of the tetrahydro adding ethyl acetate and water mixture is removed; separatory funnel for the organic layer is separated out, and washing by water three times (once for each 100 ml water); and organic water-free magnesium sulfate drying 24 h after, for after the Rotavapor distillation under reduced pressure, to obtain yellow powder 7.32 g, yield 97%, melting point 76 – 78 C.

The chemical industry reduces the impact on the environment during synthesis,12093-10-6,Ferrocenecarboxaldehyde,I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Yuangen Petrochemical Co., Ltd.; Qiao Liang; Yuan Junzhou; Song Laigong; He Jingsong; Liu Shanshan; (7 pag.)CN104710482; (2018); B;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Application of 12093-10-6

12093-10-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,12093-10-6 ,Ferrocenecarboxaldehyde, other downstream synthetic routes, hurry up and to see

Name is Ferrocenecarboxaldehyde, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 12093-10-6, its synthesis route is as follows.

General procedure: The substituted ketone (3 mmol) and KOH(0.2 g) were dissolved in ethanol (5 mL) in a round bottomedflask and stirred at room temperature (25 C) for 10 min. Anethanolic solution of the substituted aromatic aldehyde (3 mmol,5 mL) was added drop wise and the mixture was stirred at roomtemperature. The progress of the reaction was monitored by TLCon silica gel sheets. The reaction was stopped by neutralizingthe stirred solution with 2 M HCl. In most of the cases the productwas obtained as a dark red precipitate after neutralization. It wasthen removed by filtration, washed with water. In the absence ofa precipitate on neutralization, the solution was extracted withethyl acetate (20 mL × 3). The organic layer was dried overanhydrous sodium sulphate and removed by evaporation underreduced pressure to give a liquid residue. The latter was passedthrough a column of silica gel (230-400 mesh) and eluted withTHF-hexane (1:4) to yield pure compound. All the synthesizedcompounds were well characterized by spectroscopic methodssuch as IR, NMR, Mass and elemental analysis and their spectralcharacteristics were found to be in good general agreement withthose found in literature30.

12093-10-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,12093-10-6 ,Ferrocenecarboxaldehyde, other downstream synthetic routes, hurry up and to see

Reference:
Article; Mukhtar, Sayeed; Manasreh, Waleed Atef; Parveen, Humaira; Azam, Amir; Asian Journal of Chemistry; vol. 26; 24; (2014); p. 8407 – 8412;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

The important role of 1293-65-8

1293-65-8, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1293-65-8 ,1,1′-Dibromoferrocene, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is 1,1′-Dibromoferrocene, and cas is 1293-65-8, its synthesis route is as follows.

Preparation of i-phenylchlorophosphine-i ‘-bromoferrocene (X1 )14.5 ml (23.2 mmol) of n-BuLi (1.6 M in hexane) are added dropwise to a solution of 8 g (23.2 mmol) of 1 ,1 ‘-dibromoferrocene in 30 ml of THF at a temperature of < -30 C. The mixture is stirred for a further 30 minutes at this temperature. It is then cooled to -78C and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60C. After stirring the mixture at -78C for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. This gives a suspension of the monochlorophosphine X1.; Preparation of i-dicyclohexylphosphino-i '-bromoferrocene of the formula (A2)120 ml (0.3 mol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 103 g (0.3 mol) of 1 ,1 '-dibromoferrocene in 300 ml of THF at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours. It is then cooled to -50C and 66.2 ml (0.3 mol) of dicyclohexylphosphine chloride are added dropwise at such a rate that the temperature does not exceed -45C. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. After addition of 150 ml of water, the reaction mixture is shaken with hexane. The organic phases are dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is crystallized in ethanol. The product A2 is obtained in a yield of 84% (yellow solid). 1H NMR (300 MHz, C6D6): delta 1.20-2.11 (m, 22H), 3.97 (m, 2H), 4.23 (m, 2H), 4.26 (m, 2H), 4.41 (m, 2H). 31P NMR (121.5 MHz, C6D6): delta -8.3 (s).; Example B17: Preparation of the compound (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen- i-yllcyclohexylphosphino-i '-bis-beta.S-d^trifluoromethylJphenyllphosphinoferrocene (B17):4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 '-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours to give a suspension of 1-bromo-1 '-lithioferrocene X5.In a second reaction vessel, 7.7 ml (10 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenylethane in 15 ml of TBME at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0 and the mixture is stirred for another 1.5 hours. The reaction mixture is then cooled to -78C and 1.51 ml (10 mmol) of dichlorocyclohexyl- phosphine are added. Further stirring at -78C for 30 minutes and, after removal of cooling, at room temperature for another one hour gives a suspension of the chlorophosphine X4 which is subsequently added at a temperature of <-10C to the suspension of 1-bromo-1 '-lithio- ferrocene X5. The cooling is then removed and the mixture is stirred at room temperature for a further 1.5 hours. After renewed cooling to <-50C, 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. After the addition, the temperature is allowed to rise to 0C and the mixture is stirred for a further 30 minutes. It is then cooled to -20C and 4.63 g (10 mmol) of bis[3,5-di(trifluoromethyl)phenyl]chlorophosphine are added. The cooling is subsequently removed and the mixture is stirred at room temperature for another 1.5 hours. The reaction mixture is admixed with 1 N NaOH and extracted. The organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is subsequently heated at 150C for one hour. Chromatographic purification (silica gel 60; eluent = hexane/ethyl acetate 8:1 ) gives the compound B17 as a yellow solid (yield: 66%). 1H NMR (300 MHz, C6D6): delta 1.25 (d, 3H, J = 6.7 Hz), 1.00-2.29 (m, 1 1 H), 2.20 (s, 6H), 3.78 (m, 1 H), 4.02 (m, 1 H), 4.04 (s, 5H), 4.09 (m, 1 H), 4.14 (m, 1 H), 4.17 (m, 1 H), 4.21 (m, 1 H), 4.40 (m, 2H), 4.60 (m, 1 H), 7.80 (d, 2H, J = 6.8 Hz), 8.00 (d, 4H, J = 6.0 Hz). 31P NMR (121.5 MHz, C6D6): delta -27.1 (s); -14.1 (s).; Example B18: Reaction schemeX24 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 ‘-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours. 2.21 ml (10 mmol) of dicyclohexylphosphine chloride are then added dropwise at such a rate that the temperature does not exceed -20C. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. It is cooled back down to 30C and 4.4 ml (11 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. The mixture is subsequently stirred at -10C for 30 minutes. The reaction mixture is the... 1293-65-8, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1293-65-8 ,1,1′-Dibromoferrocene, other downstream synthetic routes, hurry up and to see

Reference:
Patent; SOLVIAS AG; WO2007/116081; (2007); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Application of 1,2-Thiazinane 1,1-dioxide

The chemical industry reduces the impact on the environment during synthesis,1293-65-8,1,1′-Dibromoferrocene,I believe this compound will play a more active role in future production and life.

1293-65-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1,1′-Dibromoferrocene, cas is 1293-65-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

In a Schlenk flask (10 mL) equipped with a magnetic stir bar, 1,1′-dibromoferrocene (120 mg, 34.9 mumol) and THF (0.53 mL) were placed. A pentane solution of t-BuLi (0.88 mL, 1.6 M, 1.4 mmol) was dropwise added to the solution at -50 C and the resulting mixture was stirred at below -30 C for 1 h. Then, a THF suspension (3.5 mL) of compound 4 (448 mg, 704 mumol) was added to the resulting yellow suspension at -50 C and stirred at ambient temperature. After 0.5 h, the reaction mixture was quenched with water and the crude mixture was extracted with hexane. The organic layer was dried over anhydrous sodium sulfate. After removal of the resulting salt by filtration and the solvent in vacuo, the residue was subjected to silica gel column chromatography (eluent: hexane) and gel permeation chromatography (eluent: toluene). Recrystallization from hexane gave the title compound (50.8 mg, 39.2 mumol, 11%) as yellow crystals.

The chemical industry reduces the impact on the environment during synthesis,1293-65-8,1,1′-Dibromoferrocene,I believe this compound will play a more active role in future production and life.

Reference:
Article; Kishimoto, Yusuke; Ishida, Shintaro; Iwamoto, Takeaki; Chemistry Letters; vol. 45; 2; (2016); p. 235 – 237;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Some tips on Ferrocenecarboxylic acid

The chemical industry reduces the impact on the environment during synthesis,1271-42-7,Ferrocenecarboxylic acid,I believe this compound will play a more active role in future production and life.

1271-42-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ferrocenecarboxylic acid, cas is 1271-42-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

A solution of ferrocenecarboxylic acid (232.1 mg, 1 mmol), DIPEA (680 muL, 4 mmol), TBTU (321.1 mg, 1 mmol) and HOBt (135.1 mg, 1 mmol) in dichloromethane (20 ml) was stirred at room temperature for 1 hour. N-Boc-ethylenediamine (158 muL, 1 mmol) was added and the stirring continued for 2 days. The reaction mixture was washed with NaHCO3, brine and citric acid, the organic layer dried over anhydrous sodium sulfate, filtered and evaporated in a vacuum. The crude product was purified by automated flash chromatography (20 % to 80 % ethyl-acetate in n-hexane), Rf = 0.13, EtOAc : hexane = 1 : 1. Yield: 276.7 mg (0.74 mmol, 74 %) of orange powder, Mr (C18H24FeN2O3) = 372.24. ESI-MS (m/z): 395.0 (M+Na+, 66%), 767.1 (2M+Na+, 67%). 1H NMR (300 MHz, CDCl3) delta/ppm: 6.56 (s, 1H), 5.03 (s, 1H), 4.76-4.62 (m, 2H), 4.41-4.28 (m, 2H), 4.21 (s, 5H), 3.56 – 3.43 (m, 2H), 3.37 (t, J = 5.6 Hz, 2H), 1.46 (s, 9H) 13C NMR (150 MHz, CDCl3) delta/ppm: 171.20, 157.40, 79.95, 76.09, 70.55, 69.90, 68.30, 41.22, 40.82, 28.57. IR (KBr) max/cm-1: 3374, 3245, 3002, 2976, 2928, 2880, 1687, 1640, 1536, 1453, 1364, 1267, 1170, 1018, 819, 718, 504, 486. IR (CHCl3, 40 mmol/L) max/cm-1: 3449, 3364, 3008, 2982, 2930, 1700, 1643, 1517, 1368, 1285, 1250, 1167, 998, 826, 483. UV-Vis (CHCl3) lambdamax (epsilon): 443 (219), 350 (431), 306 (1000).

The chemical industry reduces the impact on the environment during synthesis,1271-42-7,Ferrocenecarboxylic acid,I believe this compound will play a more active role in future production and life.

Reference:
Article; Juraj, Natalija P.; Le Pennec, Jeremy; Peri?, Berislav; Kirin, Sre?ko I.; Croatica Chemica Acta; vol. 90; 4; (2017); p. 613 – 623;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

The important role of 1271-55-2

The chemical industry reduces the impact on the environment during synthesis,1271-55-2,Acetylferrocene,I believe this compound will play a more active role in future production and life.

1271-55-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Acetylferrocene, cas is 1271-55-2,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of acetyl ferrocene (0.34 g, 2.5 mmol) and correspondingactive aldehyde (2.5 mmol) in dry ethanol (20 ml) takenin a beaker (100 ml), a catalytic quantity of potassium hydroxide(0.05 g, 1.25 mmol)was added and the reaction mixturewas heatedinside a microwave oven for 54e68 s (at 210W, i.e. ~30% microwavepower) [25]. After complete the reaction mixture was cooled in anice bath and the product thus formed were filtered, washed withethanol followed by washing with water till the washings wereneutral and recrystallized from distilled ethanol and chloroform(Scheme 1 and Table 1).

The chemical industry reduces the impact on the environment during synthesis,1271-55-2,Acetylferrocene,I believe this compound will play a more active role in future production and life.

Reference:
Article; Khan, Salman A.; Asiri, Abdullah M.; Al-Ghamdi, Najat Saeed M.; Zayed, Mohie E.M.; Sharma, Kamlesh; Parveen, Humaira; Journal of Molecular Structure; vol. 1139; (2017); p. 137 – 148;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Introduction of a new synthetic route about Acetylferrocene

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Acetylferrocene, 1271-55-2

1271-55-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Acetylferrocene, cas is 1271-55-2,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 172 mg KOH (3.07 mmol) in 10 cm3 of EtOH/H2O (1:1) at r.t., 1 g of acetylferrocene(4.38 mmol) was added, followed by dropwise addition of 0.45 cm3 benzaldehyde (4.38 mmol). The thus prepared darkviolet solution was stirred at r.t. for 3 days. Then the reaction mixture was extracted with CH2Cl2(3 × 10 cm3). The collected organic layers were dried over Na2SO4 and filtered,and the resulting solution was evaporated under reduced pressure to afford the crude product. Isolated enone 9 was characterized and used in the subsequent reaction without further purification. Dark-red crystalline solid (1.28 g, yield:93%); m.p.: 112-118 C; 1H NMR (600 MHz, CDCl3):delta = 7.81 (d, J = 15.7 Hz, 1H), 7.68-7.63 (m, 2H), 7.45-7.39(m, 3H), 7.14 (d, J = 15.6 Hz, 1H), 4.92-4.91 (m, 2H),4.61-4.57 (m, 2H), 4.21 (s, 5H) ppm; 13C NMR (150 MHz,CDCl3):delta = 192.8, 140.8, 135.1, 130.1, 128.9, 122.9, 80.6,72.7, 70.1, 69.7, 69.7 ppm; IR (neat): = 1648 (s, C=O),1595 (m, C=C), 1456 (m, C-H), 1376 (m, C-H), 1280 (w,C-H), 1079 (m, C-H), 993 (w, C-H), 821 (m, C-H), 757(m, C-H), 687 (m, C-H), 544 (w, C-H), 499 (s, C-H), 480 (s, C-H) cm-1; HRMS (ESI): m/z found 317.0621, calcd forC19H17FeO+([M + H+]) 317.0629.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Acetylferrocene, 1271-55-2

Reference:
Article; Mravec, Bernard; Plevova, Kristina; ?ebesta, Radovan; Monatshefte fur Chemie; vol. 150; 2; (2019); p. 295 – 302;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Some tips on Aminoferrocene

The chemical industry reduces the impact on the environment during synthesis,1273-82-1,Aminoferrocene,I believe this compound will play a more active role in future production and life.

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Aminoferrocene (0.40 g, 1.98 mmol) and acetaldehyde (0.1 mL, 1.98 mmol) were dissolved on methanol (10 mL) and refluxed for 2 h. Then, Na[B(CN)H3] (0.12 g, 1.98 mmol) dissolved in MeOH (10 mL) was slowly added. The mixture obtained was acidified with HCl (2 mL, 1 M in water) and left stirring for 30 min. Afterwards, the solvent was removed in vacuum (0.01 mbar) and the rest was mixed with triphosgene (0.59 g, 1.98 mmol) in toluene (25 mL). The suspension obtained was refluxed for 1 h, cooled down to 22C and then mixed with solution of 4-(hydroxymethyl)phenylboronic acid pinacol ester (0.46 g, 1.98 mmol) in toluene (10 mL). The resulting solution was heated to 120C and stirred at these conditions for 6 h. Then, the solvent was removed in vacuum (0.01 mbar) and the crude product was purified by column chromatography on silica gel using hexane containing 5% of acetone as eluent. Yield 0.20 g (20%). Rf= 0.5 (silica, eluent – hexane / acetone, 5/1, v/v). 1H NMR (400 MHz, acetone-d6), delta in ppm: 1.27 (t, 3H), 1.33 (s, 12H), 3.77 (q, 2H), 4.00 (s, 2H), 4.13 (s, 5H), 4.53 (m, 2H), 5.22 (s, 2H), 7.46 (d, 1 H), 7.77 (d, 2H). 13C NMR (100.55 MHz, acetone-d6), delta in ppm: 14.4, 25.3, 45.8, 62.8, 65.1, 66.9, 67.5, 69.8, 84.6, 127.8, 128.1, 135.7 (two overlapping peaks), 139.1, 141.2. FAB MS: calculated for C26H32BNO4Fe 489.2, found 489.2 m/z. C, H, N analysis: calculated for C26H32BNO4Fe – C 63.8%; H 6.6%; N 2.9%; found – C 63.8%; H 6.8%; N 2.9%. IR spectra (in KBr), wave number in cm-1: 3101, 2973, 1696, 1623.

The chemical industry reduces the impact on the environment during synthesis,1273-82-1,Aminoferrocene,I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ruprecht-Karls-Universitaet Heidelberg; EP2497775; (2012); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Analyzing the synthesis route of 102-54-5

102-54-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,102-54-5 ,Ferrocene, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the iron-catalyst compound, Ferrocene, cas is 102-54-5 its synthesis route is as follows.

Under a nitrogen atmosphere, ferrocene (10 g, 53.8 mmol) was dissolved in anhydrous n-hexane (50 ml), followed by adding and mixing with tetramethylethylenediamine (TMEDA, 18.1 ml, 84.5 mmol) A solution of n-butyllithium (n-BuLi) in n-hexane (2.5 M, 48.0 ml) was added slowly dropwise at 0 C., followed by stirring at 25 C. After stirring for 12 hours and removing the solvent, a light orange yellow complex was formed. The complex was added to anhydrous ethyl ether (200 ml), followed by stirring to disperse the complex in anhydrous ethyl ether and lowering the temperature of the dispersion to -78 C. A solution of iodine (19.0 g) in ethyl ether (350 ml) was added to the dispersion slowly dropwise, and the temperature was raised to 25 C. After stirring for a further hour, the reaction was poured into an aqueous ferric chloride (FeCl3) solution (5 wt %, 100 ml), followed by extraction with ethyl ether (200 ml). An organic layer thus obtained was washed ten times with an aqueous ferric chloride (FeCl3) solution (5 wt %, 100 ml) and then was washed with water until the aqueous layer was clear. Thereafter, water was removed using anhydrous MgSO4 and solvent was also removed to obtain a mixture in the form of a blackish brown liquid of compound a and compound b as shown in scheme I in a molar ratio of 1:1. (0037) The obtained mixture (2.5 g, 6.67 mmol), cuprous iodide (CuI, 128 mg, 0.67 mmol), ferric chloride (FeCl3, 107 mg, 0.67 mmol), sodium hydroxide (NaOH, 540 mg, 13.3 mmol), aqueous ammonia (15 M, 30 ml), and ethanol (EtOH, 30 ml) were placed in a high pressure reaction tube of 150 ml. A reaction was conducted at 90 C. for 12 hours. After the temperature of the content in the reaction dropped to 25 C., ethyl ether (200 ml) was added and the content in the reaction tube was washed three times with an aqueous sodium hydroxide solution (1.0 M, 150 ml). Then, water was removed using anhydrous MgSO4 and solvent was also removed to obtain an orange brown crude product, which was purified by column chromatography (eluent: ethyl acetate/n-hexane=1/2 (v/v)) to obtain aminoferrocene compound c shown in Scheme I in the form of a yellowish brown solid (yield: 48%). (0038) 1H NMR (400 MHz, CDCl3) of aminoferrocene compound c: delta 4.08 (s, 5H), 3.97 (t, J=1.6, 2H), 3.82 (t, J=1.6, 2H), 2.58 (br, 2H).

102-54-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,102-54-5 ,Ferrocene, other downstream synthetic routes, hurry up and to see

Reference:
Patent; NATIONAL TSING HUA UNIVERSITY; Cheng, Chien-Hong; Lai, Cheng-Chang; Chang, Yu-Wei; Liao, Chuang-Yi; Huang, Min-Jie; (16 pag.)US9356244; (2016); B1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion