Analyzing the synthesis route of Vinylferrocene

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Name is Vinylferrocene, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-51-8, its synthesis route is as follows.

General procedure: As shown as the synthetic protocol A in Scheme 2, compounds 1-11 were synthesized following literature description [16] with m-methoxyphenol, p-methoxyphenol, resorcinol, and hydroquinone as reagents. One hydroxyl group in resorcinol and hydroquinone was protected by tert-butyldimethylsilyl chloride. Then, 17 mL of dry CHCl3 solution containing excess PhtNSCl was added dropwisely to 8 mL of dry CHCl3 solution containing monoprotected hydroquinone or resorcinol and stirred for 16 h at 0 ¡ãC until phenols cannot be detected by thin layer chromatography (TLC). The mixture was diluted with CH2Cl2 and washed by saturated NaHCO3 and water. The organic phase was dried over anhydrous Na2SO4, and the solvent was removed under vacuum. The residue was purified by column chromatography with CH2Cl2 as the eluent to afford thiophthalimides as colorless solid. The following cycloaddition reactions were carried out in dry CHCl3 solution of thiophthalimides (~ 0.1 M) and styrenes (2 equiv.) or vinyl ferrocene (2 equiv.) and freshly distilled (C2H5)3N (2 equiv.) at 60 ¡ãC. The reaction was finished with thiophthalimides not detected by TLC. Then, the solvent was evaporated under vacuum pressure, and the residual solid was purified with column chromatography to afford silylated adducts. The desilylation operation was performed in dry tetrahydrofuran (THF) solution containing 0.04 M aforementioned adducts at 0 ¡ãC, to which a solution of (n-C4H9)4NF*3H2O in THF (1 equiv. for each protective group) was added. The reaction was finished with the reagent not detected by TLC, and then the mixture was diluted with ethyl acetate and washed with saturated NH4Cl and water. The organic layer was dried over anhydrous Na2SO4, and the solvent was evaporated under vacuum pressure. The residue was purified with column chromatography to afford thiaflavans.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Lai, Hai-Wang; Liu, Zai-Qun; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 227 – 236;,
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

 

Extracurricular laboratory: Synthetic route of 1271-51-8

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.

A solution of 4H-pyrane derivative (4, 7a and7b) (1 mmol), 4-(2-ferrocenylvinyl)benzaldehyde (2 mmol) andpiperidine (1 mL) in dry acetonitrile (10 mL) was refluxed for 1 hunder argon atmosphere. The reaction was controlled with TLCmethod by monitoring the 4-(2-ferrocenylvinyl) benzaldehyde inthe solution of reaction. After the completion of the reaction, thesolution was cooled to room temperature and the product waspurified using column chromatography over silica gel and hexane/EtOAC as eluent. Further purification was performed by recrystallizationfrom hexane and EtOAc to give corresponding compoundas a pure solid. Specific details for each compound are given belowand spectral data in each case is similar to reported one in above.2,6-Bis [4-(2-ferrocenylvinyl)styryl]-4H-pyran-4-one (6):from 0.1 g (0.32 mmol) 4-(2-Ferrocenylvinyl) benzaldehyde and0.02 g (0.11 mmol) 2, 6-Methyl-4H-pyran-4-one, 0.08 g (0.13 mmol)orange solid was obtained in 75percent yield.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
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 : 1271-51-8

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.

About 424 mg (about 2 mmol) of vinylferrocene, about 312 mg (about 0.5 mmol) of tris(4-iodophenyl)amine and about 7 mg (about 6 mol percent) of palladium acetate were placed in a flask. After a reflux condenser was connected to the flask, about 3 ml of 1,4-dioxene as a solvent, about 480 mul (about 2 mmol) of tri-n-butylamine as a base and about 11 mul (about 9 mol percent) of tri-t-butylphosphine were injected into the flask using a syringe under a nitrogen atmosphere. The solution was degassed with nitrogen gas, and refluxed in an oil bath. The reaction was allowed to proceed for about 4 days. The reaction solution was diluted with about 10 ml of methylene chloride and neutralized with a saturated aqueous solution of ammonium chloride. The neutralized solution was transferred to a separatory funnel, followed by phase separation. The obtained organic layer was dried over anhydrous magnesium sulfate and passed through a glass filter to obtain a transparent polymer solution. The polymer solution was evaporated under reduced pressure to remove the solvents. The residue was purified by column chromatography using toluene/hexane (1/2), yielding the metallocenyl dendrimer (about 301 mg) of Formula 2 as an orange solid. The 1H-NMR spectrum of the metallocenyl dendrimer is shown in FIG. 3.

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£º
Patent; Choi, Tae Lim; Lee, Kwang Hee; Lee, Sang Kyun; US2011/213172; (2011); 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

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Name is Vinylferrocene, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-51-8, its synthesis route is as follows.

A mixture of vinylferrocene (1 mmol), K2CO3 (2.5or 5 mmol), tetrabutylammonium tetrafluoroborat (2.5 or 5 mmol),the given amount of appropriate bromine-substituted compoundand catalytic amount of Pd(OAC)2 in 10 ml DMF was stirred at 80 ¡ãCunder argon atmosphere overnight. After the completion of thereaction, the cooled mixture was filtered, diluted with CH2Cl2(50 ml) and washed with H2O (3 x 50 ml). The organic phase was dried over Na2SO4, filtered and the solvent was removed under thereduce pressure. The crude products were purified by columnchromatography on silica gel with hexane/EtOAC as eluent. Specificdetails for each compound are given below.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
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 1271-51-8

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: A stirred mixture of bromo compound (1.0 equiv.), Pd(OAc)2 (0.1/0.2 equiv.) in dry DMF (25mL) under nitrogen was successively treatedwith K2CO3 (3.0/6.0 equiv.) and tetrabutylammoniumbromide (0.1/0.2equiv.)and stirred for 30 min. The vinyl dendron (1.0/2.0 equiv.)wasthen added and the resulting mixture was stirred at 90 ¡ãC for 12 h,cooled and filtered. The filtrate was evaporated to dryness in vacuo.The residue was extracted with CHCl3 (3 ¡Á 100 mL), washed withwater (3 ¡Á 100 mL) and dried over anhydrous Na2SO4. Evaporation ofthe organic layer afforded the crude product,whichwas purified by columnchromatography using the eluent as mentioned under each compoundto afford the corresponding conjugated dendrimers.

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£º
Article; Ravivarma, Mahalingam; Kumar, Kaliamurthy Ashok; Rajakumar, Perumal; Pandurangan, Arumugam; Journal of Molecular Liquids; vol. 265; (2018); p. 717 – 726;,
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 7-Bromo-2-chloro-1,5-naphthyridine

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.

General procedure: A deoxygenated mixture of vinylferrocene (170mg, 0.80mmol), K2CO3 (1.50g, 11mmol), tetrabutylammonium bromide (1.19g, 3.70mmol), bromochromone (0.66mmol) and Pd(OAc)2 (20mg, 0.09mmol) in DMF (23ml) was heated at 95¡ãC for 19h. After cooling to r. t. the reaction mixture was evaporated to dryness. Solid residue was dissolved in chloroform and extracted several times with water. The organic phase was dried with MgSO4, filtered and the solvent was removed from the filtrate in vacuo. The residue was subjected to chromatography on SiO2 (eluent: CHCl3/methanol, 50:2). Finally the analytically pure products were obtained after recrystallization from chloroform/n-hexane mixture.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Kowalski, Konrad; Koceva-Chy, Aneta; Szczupak, Lukasz; Hikisz, Pawel; Bernasin?ska, Joanna; Rajnisz, Aleksandra; Solecka, Jolanta; Therrien, Bruno; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 153 – 161;,
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 1271-51-8

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the iron-catalyst compound, Vinylferrocene, cas is 1271-51-8 its synthesis route is as follows.

General procedure: A deoxygenated mixture of vinylferrocene (170mg, 0.80mmol), K2CO3 (1.50g, 11mmol), tetrabutylammonium bromide (1.19g, 3.70mmol), bromochromone (0.66mmol) and Pd(OAc)2 (20mg, 0.09mmol) in DMF (23ml) was heated at 95¡ãC for 19h. After cooling to r. t. the reaction mixture was evaporated to dryness. Solid residue was dissolved in chloroform and extracted several times with water. The organic phase was dried with MgSO4, filtered and the solvent was removed from the filtrate in vacuo. The residue was subjected to chromatography on SiO2 (eluent: CHCl3/methanol, 50:2). Finally the analytically pure products were obtained after recrystallization from chloroform/n-hexane mixture.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Kowalski, Konrad; Koceva-Chy, Aneta; Szczupak, Lukasz; Hikisz, Pawel; Bernasin?ska, Joanna; Rajnisz, Aleksandra; Solecka, Jolanta; Therrien, Bruno; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 153 – 161;,
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 : 1271-51-8

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.

A mixture of vinylferrocene (1 mmol), K2CO3 (2.5or 5 mmol), tetrabutylammonium tetrafluoroborat (2.5 or 5 mmol),the given amount of appropriate bromine-substituted compoundand catalytic amount of Pd(OAC)2 in 10 ml DMF was stirred at 80 ¡ãCunder argon atmosphere overnight. After the completion of thereaction, the cooled mixture was filtered, diluted with CH2Cl2(50 ml) and washed with H2O (3 x 50 ml). The organic phase was dried over Na2SO4, filtered and the solvent was removed under thereduce pressure. The crude products were purified by columnchromatography on silica gel with hexane/EtOAC as eluent. Specificdetails for each compound are given below. 4-(2-Ferrocenylvinyl)benzaldehyde (3): from 0.1 g (0.47mmol)vinyl ferrocene and 0.08 g (0.47 mmol) 4-bromobenzaldehyde,0.11 g (0.36 mmol) red shining crystals was obtained in 88percent yield:Rf 0.50 (Hexane: EtOAc 9:1); m.p. 150 ¡ãC, lit. [13] 150-151 ¡ãC; 1HNMR (400 MHz, CDCl3, 25 C): delta 9.97 (s, 1H, CHO), 7.83 (d, 2H,ArH), 7.56 (d. 2H, ArH), 7.07 (d, 3J (H,H) 16 Hz, 1H, CH), 6.72 (d, 3J(H,H) 16 Hz, 1H, CH), 4.50 (t, J 1.78 Hz, 2H, Cp), 4.35 (t,J 1.78 Hz, 2H, Cp), 4.15 (s, 5H, Cp) ppm; FT-IR (KBr, cm1): 3074,3062 (w), 2936, 2852 (w), 1685 (s), 1591, 1561 (w), 814 (w).

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
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 Dichloro(cycloocta-1,5-diene)ruthenium(II)

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: 25mL reaction flask, weighing 2molpercent palladium acetate and 4molpercent ferrocenylpyrimidine multidentate ligand 6h, adding 12 water, stirring for 5min, 4 mmol of p-nitrochlorobenzene, 4.8 mmol of butyl acrylate, 6 mmol of potassium phosphate, and 0.8 mmol of tetrabutylammonium bromide were added successively. The reaction was heated to 80¡ãC until the reaction was complete (the reaction did not continue after about 6 h, and palladium black appeared in the reaction flask). After adding 25 mL of ethyl acetate and washing three times with water, the organic phases were combined, dried over anhydrous sodium sulfate, concentrated, and the residue was separated by column chromatography. PE/EA=12:1 was used as an eluent to obtain 707 mg of a yellow solid with a yield of 71percent.

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£º
Patent; Zhengzhou University of Light Industry; Yu Shuyan; Zhang Tongyan; Wang Ruijuan; Yin Zhigang; Yang Xuzhao; Lan Hongbing; (13 pag.)CN107383112; (2017); A;,
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 1271-51-8

With the synthetic route has been constantly updated, we look forward to future research findings about Vinylferrocene,belong iron-catalyst compound

As a common heterocyclic compound, it belong iron-catalyst compound,Vinylferrocene,1271-51-8,Molecular formula: C12H3Fe,mainly used in chemical industry, its synthesis route is as follows.,1271-51-8

In anhydrous THF (1 mL) was dissolved 6 molpercent Cu(OAc) 2 (10.9 mg,0.066 mmol) and 6.6 molpercent of ligand (R)-DTBM-SEGPHOS (78 mg,0.060 mmol). The mixture was stirred for 15 min at r.t., then DMMS(0.5 mL, 4 equiv, 4 mmol) was added dropwise and stirring was con-tinued for 10 min at the same temperature. The solution of amine 7(381 mg, 1.2 mmol) and vinylferrocene 4 (212 mg, 1 mmol) was thenadded by using Schlenk techniques to the tube containing the solu-tion of [L*CuH] complex. The reaction mixture was stirred at 40 ¡ãCovernight, then the mixture was diluted with EtOAc (5 mL) and 5percentsolution of Na 2 CO 3 (5 mL) was added dropwise. The solution was ex-tracted with EtOAc (3 ¡Á 25 mL), the collected organic layers werewashed with brine (25 mL), dried over Na 2 SO 4 , filtrated, and the sol-vent was removed under reduced pressure to afford the crude prod-uct. The crude product was purified by chromatography on SiO 2 (hex-anes/EtOAc, 30:1 + 1percent Et 3 N; R f = 0.4) to afford target product 8.Yield: 68 mg (18percent); orange solid; mp 62?65 ¡ãC; [alpha] D20 ?14.5 (c 1.00,CHCl 3 ); HPLC analysis (Chiralcel OD-H; hexane/ i PrOH, 99:1; 0.8mL/min; 254 nm) indicated 20percent ee: t R = 5.9 (major), 6.5 (minor) min.IR (ATR): 1234, 1103, 1068, 1022, 998, 822, 749, 728, 697, 514, 487cm ?1 .1 H NMR (600 MHz, CDCl 3 ): delta = 7.39 (d, J = 7.4 Hz, 4 H, -Ph), 7.31 (t, J =7.6 Hz, 4 H, -Ph), 7.23 (t, J = 7.3 Hz, 2 H, -Ph), 4.27?4.27 (m, 1 H, Fc),4.18?4.14 (m, 3 H, Fc), 4.02 (s, 5 H, Cp Fc ), 3.81 (q, J = 6.9 Hz, 1 H, H alpha ),3.53 (d, J = 14.1 Hz, 2 H, CH 2 -Ph), 3.36 (d, J = 14.1 Hz, 2 H, -CH 2 -Ph),1.47 (d, J = 6.9 Hz, 3 H, -CH 3 ).13 C NMR (151 MHz, CDCl 3 ): delta = 140.9 (2¡ÁC, Cq Ph ), 128.6 (4¡ÁC, -Ph),128.2 (4¡ÁC, -Ph), 126.7 (2¡ÁC, -Ph), 88.9 (Cq Fc ), 69.1 (-CH Fc ), 68.7 (5¡ÁC,Cp Fc ), 67.6 (-CH Fc ), 67.1 (-CH Fc ), 66.9 (-CH Fc ), 52.3 (2¡ÁC, -CH 2 -Ph), 52.2(-CH alpha ), 15.4 (-CH 3 ).HRMS (ESI): m/z calcd for [M + H + ] C 26 H 28 FeN + : 410.1571; found:410.1565.

With the synthetic route has been constantly updated, we look forward to future research findings about Vinylferrocene,belong iron-catalyst compound

Reference£º
Article; Plevova, Kristina; Mudrakova, Brigita; ?ebesta, Radovan; Synthesis; vol. 50; 4; (2018); p. 760 – 763;,
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