Category: 1271-42-7

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.

Preparation of Fc-NHS: (0147) Fc-NHS was synthesized following a reported method (C. Feng, G. L. Lu, Y. J. Li, X. Y. Huang, Langmuir 2013, 29, 10922-10931). Fc-COOH (49.9 mg, 0.22 mmol), EDC (58.6 mg, 0.32 mmol), and NHS (37.5 mg, 0.32 mmol) were dissolved in dry DCM (5 mL). The reaction mixture was stirred for 24 h at room temperature. After filtering, the filtrate was concentrated and dried in vacuo. Fc-NHS was obtained by silica gel column chromatography (dichloromethane:methanol=10:1) as an orange solid. (0148) 1H-NMR (400 MHz, CDCl3, 298 K): delta=2.93 (s, 4H, -CH2-CH2-), 4.42 (s, 5H, Cp), 4.60 (m, 2H, Cp), 4.97 (m, 2H, Cp). (0149) Preparation of Fc-CONH-(CH2)2-NH2:

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£º
Patent; Xiong, May Pang; Liu, Zhi; Wang, Yan; (39 pag.)US2016/184344; (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

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.

Compound 15 was reacted with tert-butoxide, t-BuLi and 002 yielding compound 3a. The synthesis of ferrocenecarboxylic acid 3a (step a) was adapted from a procedure from Witte et al. (Organometallics 1999, 18, 4147). Compound 3a was reacted with oxalyl chloride under reflux yielding compound 3b. The synthesis of chlorocarbonyl ferrocene 3b (step b) was adapted from a procedure of Cormode et al. (Dalton Trans.201 0, 39, 6532). Optionally anadapted procedure of Lorkowski et. al. (VIII. Preparation of monomeric and polymeric ferrocenylene oxadiazoles, J. Prakt. Chem. 1967, 35, 149-58) may be applied. Chlorocarbonyl ferrocene 3b and 2-amino-2-hydroxymethylproprionitrile 6 were dissolved in dry THF and Triethylamine was added (step c). After evaporation of the solvent and purification by column chromatography N-(2-cyano-1-hydroxypropan-2-yl)ferroceneamide 7a was isolated in 29% yield according to an adapted procedure of Gasser et al. (J. Organomet.Chem. 2010, 695, 249-255). Compound 7a was reacted with one equivalent of 5a in thepresence of K2003 and 18-crown-6 in dry CH3CN according to an adapted procedure ofGasser et al. (J. Organomet. Chem. 2007, 692, 3835-3840) and Gasser et al. (J. Med.Chem. 2012, 55, 8790-8798), yielding compound 1 in a yield of 43%.

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£º
Patent; UNIVERSITAeT ZUeRICH; THE UNIVERSITY OF MELBOURNE; GASSER, Gilles; GASSER, Robin B.; HESS, Jeannine; JABBAR, Abdul; PATRA, Malay; WO2015/44396; (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

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.

Triethylamine (0.1ml, 0.72mmol) was injected dropwise into the CH2Cl2 (40ml) suspension of carboxyferrocene 3 (0.5g, 2.17mmol) at 0C under N2 atmosphere. Oxalyl chloride (0.7ml, 8.2mmol) was then added dropwise into the solution. The reaction mixture was stirred at room temperature (r. t.) overnight. The solvent was then removed in vacuo, and the red solid residue, crude chlorocarbonylferrocene, was then dissolved in dry CH2Cl2 (20ml), added dropwise into the CH2Cl2 solution (10ml) of 9 (0.4g, 1.83mmol) and Et3N (1.5ml, 10.7mmol). The obtained mixture was further stirred overnight at r. t. under N2 atmosphere, and then washed successively with saturated NaHCO3 solution (1¡Á100ml) and distilled water (3¡Á100ml). The organic layer was dried with anhydrous Na2SO4, and vacuumed to provide the crude product 10 that was then purified by column chromatography with CH2Cl2/methanol (0%?5%) as the eluent and obtained as brown sticky oil. Yield: 0.7g, 89%. 1H NMR (400MHz, CDCl3, 25C, TMS), deltappm: 6.28 (t, J=9.3Hz, 1H, NHCO), 4.68 (t, J=3.8Hz, 2H, sub. Cp, Cp=eta [5]-C5H5), 4.32 (t, J=3.4Hz, 2H, sub. Cp), 4.19 (s, 5H, free Cp), 3.67-3.55 (m, 14H, 7¡ÁCH2), 3.36 (t, J=10.1Hz, 2H, CH2N3). 13C NMR (100MHz, CDCl3, 25C, TMS), deltappm: 170.4 (CONH), 70.8, 70.7, 70.4, 70.3, 69.8, 68.3 (Cp and CH2), 50.8 (CH2N3), 39.4 (NHCH2). MS (ESI, m/z), calcd. for C19H16O4N4Fe: 430.3; found: 453.1 (M+Na+). Selected IR (KBr, cm-1): 3335 (nuNH), 2869 (nuCH2), 2105 (nuN3), 1634 (nuC=O), 1539, 1453 (nuC=C, Cp), 1299 (nuC-N), 1106 (nuC-O-C), 823 (nuFeII).

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 Ferrocenecarboxylic acid, 1271-42-7

Reference£º
Article; Liu, Yue; Mu, Shengdong; Liu, Xiong; Ling, Qiangjun; Hang, Chaodong; Ruiz, Jaime; Astruc, Didier; Gu, Haibin; Tetrahedron; vol. 74; 37; (2018); p. 4777 – 4789;,
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

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.

Will ferrocenecarboxylic acid (0.46g, 2mmol),N,N-Dicyclohexyl-carbodiimide (DCC, 0.453 g, 2.2 mmol)Add 1-hydroxybenzotriazole (HOBt, 0.337 g, 2.5 mmol) to a 100 mL round bottom flask and add 20 mLThe dried tetrahydrofuran was added and the mixture was stirred in an ice bath. 10 mL of a dry tetrahydrofuran solution containing DMAP (0.268 g, 2.2 mmol) was slowly added dropwise to the reaction system. After stirring in an ice bath for 30 minutes, the reaction was naturally warmed to room temperature. After the TLC detection reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue was directly separated by column.(V petroleum ether: Ethyl acetate V, 5:1-2:1) Elution of the mobile phase yields 0.638 g of compound Fc-D1., Yield: 92%.

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 1271-42-7, Ferrocenecarboxylic acid

Reference£º
Patent; Chinese Academy Of Sciences Fujian Structure Of Matter Institute; Yong Jianping; Lu Canzhong; (10 pag.)CN103319543; (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

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.

Following the similar procedure reported by Guimond et. al 5 To a solution of ferrocecarboxylic acid (2.300 g, 10.0 mmol) in dry CH2Cl2 (30 mL) at 0 C under N2 was added dropwise oxalyl chloride (1.14 mL, 12.0 mmol) followed by a catalytic amount of dry DMF (2 drops). The reaction was allowed to stir at rt until completion (typically 8 h). The solvent was then removed under reduced pressure to afford the corresponding crude acid chloride.

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 Ferrocenecarboxylic acid, 1271-42-7

Reference£º
Article; Liu, Hua-Yu; Mou, Rui-Qi; Sun, Chuan-Zhi; Zhang, Sheng-Yan; Guo, Dian-Shun; Tetrahedron Letters; vol. 57; 42; (2016); p. 4676 – 4679;,
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

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 methylene chloride solution (3.6 mL) of ferrocenecarboxylic acid (manufactured by Tokyo Kasei) (237 mg),Triethylamine (102 mg) and oxalyl chloride (767 mg) were added under an argon atmosphere, and the mixture was stirred at room temperature for 5 hours. After the reaction solution was concentrated under reduced pressure, compound 3 (161 mg), 4-dimethylaminopyridine (26 mg), triethylamine (305 mg), and tetrahydrofuran (8.6 mL) were added. Stirred for hours. The reaction solution was poured into methylene chloride / water, and the organic layer was washed with saturated aqueous sodium chloride.The extract was washed with a solution, dried over sodium sulfate, and then concentrated under reduced pressure. Silica gel concentrated residuePurified by column chromatography (developing solvent: ethyl acetate / hexane = 1/5) and obtained crude productIs purified by size exclusion chromatography and washed with pentane to give the compound.Compound FcD (157 mg) was obtained.

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£º
Patent; The University of Tokyo; Aita, Takuzo; Ito, Yoshimitsu; Toku, Yongxiang; (19 pag.)JP2019/151597; (2019); 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

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.

Ferrocene (6.0 g, 32 mmol) and potassium tert-butoxide (0.46 g, 4.08 mmol) were completely dissolved in dry THF (300 mL). The orange solution was cooled to -78 0C when tertbutyllithium (34.0 mL, 64.5 mmol, 1 .9 M in pentane) was added dropwise over a period of 15 mm, with the temperature maintained below -70 00. The reaction mixture was stirred at -78Cfor 1 h and then poured on a slurry of dry ice (excess) and diethyl ether. The mixture was warmed to room temperature overnight and extracted with an aqueous solution of sodium hydroxide (0.75 N, 4 x 250 mL). The combined aqueous layers were neutralized with hydrochloric acid (pH > 4) and the resulting orange solid was extracted with Et20 (4 x 250 mL) until the organic layer remained colourless. The combined organic layers were filtered toremove traces of ferrocenedicarboxylic acid, dried over MgSO4, filtered and the solvent wasevaporated under reduced pressure to give ferrocenecarboxylic acidas an orange solid in35% yield. After suspending the ferrocenecarboxylic acid (462 mg, 2.01 mmol) in dry CH2CI2(23 mL), oxalyl chloride (1100 iL, 13.64 mmol) in dry CH2CI2 (10 mL) was added dropwise tothe reaction mixture whereby the orange suspension turned dark red. The reaction mixturewas refluxed for 2 h and then stirred overnight at room temperature. The solvent was thenremoved under vacuum. The product was not purified and used immediately for the next synthetic step.

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£º
Patent; UNIVERSITAeT ZUeRICH; THE UNIVERSITY OF MELBOURNE; HESS, Jeannine; PATRA, Malay; GASSER, Gilles; JABBAR, Abdul; GASSER, Robin B.; WO2015/928; (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

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.

Ferrocene carboxylic acid (2.0 g, 8.7 mmol) were dissolved in CH3CN (5 mL) and the solution was degassed with argon. To this solution, N-hydroxysuccinimide (1.0 g, 8.7 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.7 g, 8.7 mmol) were added, and the solution was stirred overnight at room temperature. After the removal of the solvent, the reaction mixture was purified by silica gel column chromatography (CH2Cl2) to give 2(6.6 mmol, 76 %).

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 Ferrocenecarboxylic acid, 1271-42-7

Reference£º
Article; Takada, Tadao; Tochi, Takaaki; Nakamura, Mitsunobu; Yamana, Kazushige; Bioorganic and Medicinal Chemistry Letters; vol. 24; 12; (2014); p. 2661 – 2663;,
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

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.

In a 50mL three necks round bottom flask and under nitrogen atmosphere, 1mmol of ferrocenecarboxylic acid was dissolved in 15mL of dry dichloromethane at room temperature. To this solution, 170-200muL of oxalyl chloride was added dropwise and stirred overnight. The solution changed from orange to dark red. The reaction mixture was filtered in a fritted funnel and the filtrate collected. In a separate 100mL three necks round flask under nitrogen, 1.0mmol of the 4-X-phenol and 1.0mmol of pyridine were dissolved in 10-15mL of dichloromethane. To this solution, the ferrocenecarbonyl chloride solution prepared previously was added dropwise. The solution was stir 6-12hin the dark, under nitrogen atmosphere, and at room temperature. Thin layer chromatography (TLC) was used to monitor the reaction. After the reaction was finished, the mixture was filtered in a fritted funnel with a pad of celite. The filtrate collected was washed with 3¡Á5mL 1N HCl to remove pyridine and other by-products. The organic layer containing the compound was purified by column chromatography, using Silica gel and eluted with dichloromethane and isolated in 40-45% yield.

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£º
Article; Vera, Jose L.; Rullan, Jorge; Santos, Natasha; Jimenez, Jesus; Rivera, Joshua; Santana, Alberto; Briggs, Jon; Rheingold, Arnold L.; Matta, Jaime; Melendez, Enrique; Journal of Organometallic Chemistry; vol. 749; (2014); p. 204 – 214;,
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

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.

At room temperature and in an atmosphere of nitrogen, oxalyl chloride (2 mmol, 0.17 ml) is dripped into a suspension of ferrocencarboxylic acid (0.25 g, 1 mmole) in anhydrous CH2C12 (5 ml) . A dark red coloured solution is obtained that is left under stirring for 3 0 minutes. The excess (COCl)2 is eliminated by distillation under vacuum and the dark oil residue, dissolved in anhydrous CH2C12 (5 ml) , is dripped at room temperature into a solution of 1,3-diamino-2-propanol (0.45 mmol, 40 mg) and Et3N (2 mmol, 0.3 ml) in CH2C12 (2 ml) . The solution is stirred for 2h and precipitation of an orange coloured solid is obtained. The solvent is evaporated and the residue is taken with 10 ml of a CH2C12/Et20 3:7 mixture and it is filtered, washing with 3 0 ml of the same mixture.195 mg of orange solid is obtained with a yield of 94%. M.p. 176-177C (pentane) . XH NMR (DMSO, 8): 3.27 (m, 4H, CH2NHC0FC, OH); 3.74 (m, 1H, CHOH) ; 4.17 (m, 10H, CH Fc) ; 4.82 (t, 4H, CH Fc) ; 4.34 (t, 4H, CH Fc) ; 7.9 (t, 2H, NH) ; 13C NMR (DMSO, 5): 43.08; 68.2; 69.2; 69.65; 69.9; 77.5 ; 170. M/z (ESI): 537 (M+Na+) ; 515 (M+l); IR (Nujol, V cm”1) 3294 (NH,OH); 1635 (CO).

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 Ferrocenecarboxylic acid, 1271-42-7

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI MILANO; WO2006/6196; (2006); A2;,
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