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

 

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

 

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

 

New learning discoveries about 1287-16-7

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 Ferrocenylacetic acid, 1287-16-7

1287-16-7, 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. Ferrocenylacetic acid, cas is 1287-16-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Example 1 – Preparation of ferrocene modified phospholipid (3)[0064] Ferrocene modified phospholipid (FC-DSP) was prepared in the following manner: triethylamine (0.077 mmol, 0.01 ml_, 1.4 eq) and N,N-dicyclohexylcarbodiimide (0.077 mmol, 15.9 mg, 1.4 eq) were added to a solution that contained 1 ,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (0.055 mmol, 35 mg, 1.0 eq) and ferroceneacetic acid (0.077 mmol, 18.8 mg, 1.4 eq) in anhydrous DCM (1.5 ml_). The reaction was stirred overnight, until N MR indicated conversion to the coupling was completed. The solution was concentrated under vacuum and then was purified on iatrobeads gel chromatography ( 10% MeOH : DCM). A dark-brown oil (29.4 mg, 0.0341 mmol) was obtained (62% yield). H N MR (300 MHz, CDCI3) delta 7.04 (br, 1 H), 5.23 (br, 1 H), 4.37 (br, 1 H), 4.22 (br, 2H), 4.12 (br, 5H), 3.94 (br, 2H), 3.49 (br, 4H), 3.28 (br, 2H), 3.05 (br, 4H), 2.28 (br, 4H), 1.58 (br, 4H), 1.25 (br, 40H), 0.87 (t, J = 6.5 Hz, 6H).3P NMR (122 MHz, CDCI3) delta 0.15 (s).3C N MR (75 MHz, CDCI3) delta 173.60 (s), 173.21 (s), 70.56 (s), 69.26 (s), 68.92 (s), 68.14 (s), 62.82 (s), 45.87 (s), 34.44 (s), 34.25 (s), 32.05 (s), 29.80 (s), 29.65 (s), 29.49 (s), 29.29 (s), 25.02 (s), 22.81 (s), 14.24 (s), 8.73 (s). HRMS (ESI): Calc. for C45H76FeN09P (M+H)+: 862.4680; found : 862.4624.

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 Ferrocenylacetic acid, 1287-16-7

Reference:
Patent; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY; TRANSFERT PLUS SOCIETE EN COMMANDITE; MAUZEROLL, Janine; NOYHOUZER, Tomer Aharon; SNOWDEN, Michael Edward; DAUPHIN DUCHARME, Philippe; MAZURKIEWICZ, Stephani; L’HOMME, Chloe; DESJARDINS, Samuel; CANESI, Sylvain; (84 pag.)WO2016/115626; (2016); 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

 

Downstream synthetic route of Vinylferrocene

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 Vinylferrocene, 1271-51-8

1271-51-8, 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. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In an Schlenk tube under argon one of the following central coresC1, or C2 was mixed with 5percent palladium (II) acetate, Pd(OAc)2, 10percentTris(o-tolyl)phosphine, P(o-tol)3, and vinyl ferrocene, 1-Fc, in triethylamine/THF, 15 mL/15 mL. The resulting mixture was stirred and refluxedovernight. After removing the solvent under reduced pressure,the oil obtained was washed with distillated water and extracted inCH2Cl2 three times and dried over MgSO4. The extract was concentratedto dryness and purified by column chromatography (silica gel60) using hexane/CH2Cl2 2:1 (V/V) mixtures as eluent. The correspondingcompounds were isolated after removing the solvent in a rotaryevaporator.

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 Vinylferrocene, 1271-51-8

Reference:
Article; Santos, Juan C.; Madrid-Moline, Franco; Cisternas, Carlos A.; Paul, Frederic; Escobar, Carlos A.; Jara-Ulloa, Paola; Trujillo, Alexander; Inorganica Chimica Acta; vol. 486; (2019); p. 95 – 100;,
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 1273-86-5

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ferrocenyl alcohol 1 or 2 (2.0 mmol) and 3-amino-o-carborane hydrochloride (2.0 mmol) in dry MeNO2 (5mL) CAN (87 mg, 0.16 mmol, 0.8 mol%) was added. The resultingmixture was stirred at room temperature until TLC analysisrevealed complete disappearance of starting alcohol 1 or 2 (usually3-4 h). Then EtOAc (10 mL) was added to a reaction mixture andresulting solution was washed repeatedly with water, dried withanhydrous Na2SO4, filtered and the solvents were evaporated invacuo. The remained product was treated with CH2Cl2 (50 ml),passed through a silica gel layer (2.0 cm) on the filter to give correspondingproducts 15, 17 after the evaporation of volatiles atreduced pressure.

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference:
Article; Ol’shevskaya, Valentina A.; Makarenkov, Anton V.; Borisov, Yury A.; Ananyev, Ivan V.; Kononova, Elena G.; Kalinin, Valery N.; Ponomaryov, Andrey B.; Polyhedron; vol. 141; (2018); p. 181 – 190;,
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

 

New learning discoveries about 14024-18-1

14024-18-1, 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.,14024-18-1 ,Iron(III) acetylacetonate, other downstream synthetic routes, hurry up and to see

Iron(III) acetylacetonate, cas is 14024-18-1, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

The synthesis of Fe3O4 NPs refers to the previousmethod.19 18 1,2-hexadecanediol (10 mM), Fe(acac)3(2 mM), oleicacid (6 mM) and oleylamine (6 mM) wereadded into 20 mL of diphenyl ether, and stirred vigorouslyunder the protection of nitrogen. The mixture wereheated at 473 K for 45 min, then refluxed under the protectionof nitrogen at 538 K for 120 min to prepare thegrey-black mixture. After cooled down to the room temperature,60 mL of ethanol was added, the raw productswere collected by centrifugation, and then dispersed into10 mL of n-hexane. The ethanol (60 mL) was added, followedby centrifugation, and the procedure was repeatedfor 8-10 times in order to clean thoroughly. Finally, the5-nm Fe3O4 nanoparticles were synthesized and preservedin n-hexane.

14024-18-1, 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.,14024-18-1 ,Iron(III) acetylacetonate, other downstream synthetic routes, hurry up and to see

Reference:
Article; Gan, Qi; Zhu, Jiaoyang; Yuan, Yuan; Liu, Changsheng; Journal of Nanoscience and Nanotechnology; vol. 16; 6; (2016); p. 5470 – 5479;,
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 1271-42-7

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocenecarboxylic acid, and cas is 1271-42-7, its synthesis route is as follows.

Ferrocenecarboxylicacid 46 (500 mg, 2.2 mmol) wasstirred with oxalyl chloride (634 mg, 5.0 mmol) for 1 h. The evaporationresidue, in dry THF (5.0 mL), was added dropwise to saturated NH3 inEt2O (25 mL). After 15 min, H2O (20 mL) was added andorganic layer was washed thrice (H2O). Drying and evaporationgave ferrocenecarboxamide (370 mg, 74%) as a pale orange solid: mp 168-169C(lit.10 mp 168-171C); 1H NMR ((CD3)2SO)d 4.15 (5 H, s, Fc?-H5), 4.32 (2 H, br, Fc3,4-H2), 4.74 (2 H, br, Fc 2,5-H2), 6.91 (1 H, br, NH),7.28 (1 H, br, NH); 13C NMR ((CD3)2SO)(HSQC / HMBC) d 68.49 (Fc 2,5-C2),69.31 (Fc?-C5), 69.91 (Fc 3,4-C2), 76.42 (Fc 1-C), 171.01(C=O). This material (352 mg, 1.5 mmol) was stirred with POCl3 (3.5mL) at 120C for 2 h, followed by cooling to 0C and quench with H2O(1.0 mL). The mixture was diluted with EtOAc and washed thrice with H2O.Drying and evaporation gave 47 (360mg, 99%) as a dark orange solid: mp 105-107C (lit.11 mp 106-106.5C); 1HNMR ((CD3)2SO) d 4.34(5 H, s, Fc?-H5), 4.50 (2 H, s, Fc 3,4-H2), 4.83 (2 H, s,Fc 2,5-H2); 13C NMR ((CD3)2SO)(HSQC / HMBC) d 51.05 (Fc 1-C),70.32 (Fc?-C5), 71.00 (Fc 3,4-C2), 71.61 (Fc 2,5-C2),120.21 (CN).

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Reference:
Article; Paine, Helen A.; Nathubhai, Amit; Woon, Esther C.Y.; Sunderland, Peter T.; Wood, Pauline J.; Mahon, Mary F.; Lloyd, Matthew D.; Thompson, Andrew S.; Haikarainen, Teemu; Narwal, Mohit; Lehtioe, Lari; Threadgill, Michael D.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5891 – 5908;,
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 1287-16-7

1287-16-7, 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.,1287-16-7 ,Ferrocenylacetic acid, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocenylacetic acid, and cas is 1287-16-7, its synthesis route is as follows.

1)1 mmol of ferrocenyl acetic acid and 1 mmol of 3-methyl-4-amino-5-mercapto-1,2,4-triazole were weighed out,Added to a dry 250mL single-necked flask,Then, 0.15 mmol of p-toluenesulfonic acid,7 mL of DMF was further added thereto,The glass rod is stirred to dissolve it.2)The round bottom flask was placed in a microwave reactor,360W under irradiation once every 30s,Irradiation duration of 5min.After irradiation,cool down.3)Pour it into a crushed beaker,With potassium carbonate and potassium hydroxide pH = 7,Placed overnight,filter,Washed,dry,A crude product of 3-methyl-6-ferrocenylmethylene-1,2,4-triazolo [3.4-b] -1,3,4-thiadiazole was obtained,With 80% aqueous ethanol recrystallization,A brown solid,The yield was 86%

1287-16-7, 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.,1287-16-7 ,Ferrocenylacetic acid, other downstream synthetic routes, hurry up and to see

Reference:
Patent; Shaanxi University of Science and Technology; Liu, Yuting; Song, Simeng; Yin, Dawei; Jiang, Shanshan; Liu, Beibei; Yang, Aning; Wang, Jinyu; Lyu, Bo; (13 pag.)CN104231004; (2017); 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

 

Share a compound : Ferrocenecarboxylic acid

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Name is Ferrocenecarboxylic acid, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-42-7, its synthesis route is as follows.

To a suspension of ferrocenylcarboxylic acid (60 mg, 0.26 mmol,3 equiv) in 1 mL of dry CH2Cl2 was added at room temperatureoxalyl chloride (225 mL, 2.65 mmol, 27 equiv). After 30 min at roomtemperature, the solution took a deep red color. The mixture wasconcentrated in vaccuo to remove excess oxalyl chloride. Podophyllotoxin(38 mg, 90 mmol, 1 equiv) was solubilizedequiv in1.5 mL of dry CH2Cl2 and Et3N (15 mL, 0.11 mmol, 1.2 equiv) wasadded. To this mixture was added at 0 C ferrocenoyl chloride in2 mL of CH2Cl2. Then a few crystals of DMAP were added and themixture was stirred at 0 C for 30 min and at room temperature for1 h. Reaction was quenched by addition of water, extracted withCH2Cl2 (3), washed with diluted HCl (~0.1 N), dried over MgSO4and concentrated under vacuum. The crude product was purifiedby preparative TLC on silica (AcOEt/Cyclohexane 2/3) to yield 35 mgof the desired compound as an orange powder (60%). 1H NMR(400 MHz, CDCl3): delta (ppm) 6.90 (s, 1H), 6.58 (s, 1H), 6.44 (s, 2H),6.04-5.97 (m, 3H), 4.85 (dt, J = 2.5, 1.3 Hz, 1H), 4.81 (dt, J= 2.5,1.3 Hz, 1H), 4.64 (d, J= 4.3 Hz, 1H) 4.50-4.44 (m, 3H), 4.30 (m, 1H),4.25 (s, 5H), 3.81 (s, 3H), 3.80 (s, 6H), 3.02e2.87 (m, 2H). 13C NMR(101 MHz, CDCl3): delta (ppm) 173.8, 172.6, 152.8, 148.3, 147,8, 137.4,135.1, 132.5, 129.0, 109.9, 108.4, 107.1, 101.8, 73.5, 72.1, 72.0, 71.8,70.4, 70.3, 70.0, 61.0, 56.3, 45.8, 43.9, 39.1. IR (neat, cm-1): 1780,1711, 1485, 1240, 1128. Exact mass (C33H30FeO9): calculated649.1132 (M +Na)+, measured 649.1121.

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Reference:
Article; Beauperin, Matthieu; Polat, Dilan; Roudesly, Fares; Top, Siden; Vessieres, Anne; Oble, Julie; Jaouen, Gerard; Poli, Giovanni; Journal of Organometallic Chemistry; vol. 839; (2017); p. 83 – 90;,
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