The important role of Ferrocene

102-54-5 is used more and more widely, we look forward to future research findings about Ferrocene

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocene, and cas is 102-54-5, its synthesis route is as follows.,102-54-5

Acetylferrocene was synthesizedaccording to previously reported procedures [49]. Briefly, 85% phosphoric acid (4?mL) was slowly added to a stirred solution of ferrocene (4.0?g, 21.5?mmol) and acetic anhydride (13.3?mL, 140.0?mmol). The mixture was heated in a water bath maintained at 50?C for 10?min and then cooled in ice. Water (25?mL) was added to the mixture, that was then neutralized with NaHCO3 until the end of CO2 formation. CH2Cl2 (50?mL) was added and the orange organic layer was separated and retained in the dark, whereas the brown-coloured aqueous layer washed with a further 20?mL of CH2Cl2. The combined organic fractions were washed twice with water and then dried with anhydrous magnesium sulfate. Crude acetyl ferrocene, obtained removing the solvent under reduced pressure, was purified by silica gel column chromatography using a 95/5 mixture of petroleum ether/ethyl acetate as starting eluent to first separate the unreacted ferrocene. Once the ferrocene was eluted, the eluent was replaced by 100% ethyl acetate to collect acetyl ferrocene, that was then obtained by removing the solvent on a rotary evaporator.

102-54-5 is used more and more widely, we look forward to future research findings about Ferrocene

Reference£º
Article; Paucar, Rocio; Martin-Escolano, Ruben; Moreno-Viguri, Elsa; Cirauqui, Nuria; Rodrigues, Carlos Rangel; Marin, Clotilde; Sanchez-Moreno, Manuel; Perez-Silanes, Silvia; Ravera, Mauro; Gabano, Elisabetta; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 569 – 582;,
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

 

Brief introduction of 102-54-5

The synthetic route of 102-54-5 has been constantly updated, and we look forward to future research findings.

102-54-5, Ferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,102-54-5

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).

The synthetic route of 102-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
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

 

The important role of Ferrocene

102-54-5 is used more and more widely, we look forward to future research findings about Ferrocene

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocene, and cas is 102-54-5, its synthesis route is as follows.,102-54-5

The mixture of ferrocene (2.79 g, 15 mmol), DMF (2.19 g, 30 mmol) and chloroform (11 mL) was stirred at 0 C under N2 atmosphere. Phosphorus oxychloroide (4.59 g, 30 mmol) was added slowly over a period of 30 min at 0 C and stirred at the temperature range of 55-60 C for 24 h until the reaction was completed. The mixture was poured into ice-water (100 mL) and neutralized with 5% aqueous Na2CO3 accompanying the precipitate formation. The precipitate was filtered off and the filtrate was extracted with 100 mL of toluene. Then the organic phase was washed three times with water, dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure to give a crude product. The crude product was purified by column chromatography on silica gel to give compound 8a as a crimson solid (75.7%).

102-54-5 is used more and more widely, we look forward to future research findings about Ferrocene

Reference£º
Article; Chen, Peiqi; Liu, Chunjuan; Hu, Jianfeng; Zhang, Hao; Sun, Ranfeng; Journal of Organometallic Chemistry; vol. 854; (2018); p. 113 – 121;,
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

The synthetic route of 102-54-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.102-54-5,Ferrocene,as a common compound, the synthetic route is as follows.,102-54-5

The alcohol 1b was synthesized by acylation offerrocene (Aldrich) with acetic anhydride in presence of BF3Et2O21followed by reduction of the resulting acetylferrocene withNaBH4.22

The synthetic route of 102-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Trofimov, Boris A.; Oparina, Ludmila A.; Tarasova, Olga A.; Artem’ev, Alexander V.; Kobychev, Vladimir B.; Gatilov, Yuriy V.; Albanov, Alexander I.; Gusarova, Nina K.; Tetrahedron; vol. 70; 35; (2014); p. 5954 – 5960;,
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 102-54-5

As the paragraph descriping shows that 102-54-5 is playing an increasingly important role.

102-54-5, Ferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DMF (8 mL) and POCl3 (5.6 mL, 60 mmol) were added to a round-bottom two-necked balloon adapted to a reflux condenser, containing ferrocene (2.79 g, 15 mmol) dissolved in chloroform (30 mL) under argon atmosphere and stirred at 0 C during 1.5 h. After addition was complete, the system was heated under reflux for 15 h. After completion, the reaction mixture was cooled to room temperature, poured on a beaker containing 100 mL ice-water mixture, neutralized/basified with aqueous 10% NaOH to pH 8-9 and extracted with ethyl acetate (3 * 50 mL). The organic layer was dried over MgSO4 and filtered. Solvent was then removed under low pressure (rotary evaporator) and 20 mL ethyl acetate was added to the crude product. The solvent was removed again under low pressure and the product was dried under reduced pressure, furnishing 2 as a dark red/brown solid, which was used without purification. Yield: 2.247 g, 70%. 1H NMR (CDCl3, 200 MHz): delta = 9.94 (s, 1 H); 4.78 (br, 2 H); 4.60 (br, 2 H); 4.27 (s, 5 H)., 102-54-5

As the paragraph descriping shows that 102-54-5 is playing an increasingly important role.

Reference£º
Article; Mayer, Joao C.P.; Sauer, Andre C.; Iglesias, Bernardo A.; Acunha, Thiago V.; Back, Davi F.; Rodrigues, Oscar E.D.; Dornelles, Luciano; Journal of Organometallic Chemistry; vol. 841; (2017); p. 1 – 11;,
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 : 102-54-5

With the rapid development of chemical substances, we look forward to future research findings about Ferrocene

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

102-54-5, General procedure: A solution of acid chloride (63mmol) in 30ml dry dichloromethane was added to a suspension of anhydrous aluminum chloride (8.41g, 63mmol) in 30ml dry dichloromethane and the mixture was stirred at 5C for 1h under Argon. The solution of aluminum chloride: acid chloride complex was added dropwise over 30min to a solution of ferrocene (11.16g, 60mmol) in 100ml dry dichloromethane at 0C. The reaction mixture was warmed to room temperature and stirred for 16h. A solution of NaBH4 (2.38g, 63mmol) in 25ml diglyme was added dropwise to the purple reaction mixture at-5C. An orange solution was formed and stirred at 0C for 1h. The mixture was then hydrolyzed with addition of 20ml water while maintaining its temperature at less than or equal to 10C. The mixture was allowed to separate by settling and the organic phase was then withdrawn. The aqueous phase was extracted with 3 times 30ml of dichloromethane and then all the organic phases are combined. Combined organic layer was washed with 50ml of brine and then dichloromethane was distilled under atmospheric pressure. The diglyme and the residual ferrocene which was found to be entrained by the diglyme were then distilled at reduced pressure approximately 20mm Hg and a column head temperature of 85-95C. The alkylferrocene derivatives were distilled at a more reduced pressure, less than 5mm Hg.

With the rapid development of chemical substances, we look forward to future research findings about Ferrocene

Reference£º
Article; Teimuri-Mofrad, Reza; Safa, Kazem D.; Rahimpour, Keshvar; Journal of Organometallic Chemistry; vol. 758; (2014); p. 36 – 44;,
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

 

Simple exploration of 102-54-5

102-54-5 Ferrocene 7611, airon-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.102-54-5,Ferrocene,as a common compound, the synthetic route is as follows.,102-54-5

Synthesis of ferrocenecarboxaldehyde (2) In a Schlenk-type apparatus, 2.1 mL (28 mmol) of DMF was added to the solution of 5.31 g (28 mmol) of ferrocene in 30 mL of dry chloroform, and the resulting mixture was stirred in an ice-bath under nitrogen atmosphere for 15 min. Then, 2.6 mL (28 mmol) of POCl3 was dropwise added to the mixture about half an hour. The resulting reaction mixture was refluxed for 12 h. After solvent removal, the product was poured into 100 mL ice water and filtered. The filtrate was neutralized with Na2CO3 power, and extracted repeatedly with ether. The crude product was obtained by evaporation of the solvent and purified by silica gel (100-200 mesh) chromatography to give a reddish-brown solid. Yield: 3.21 g, 53%. M.p. 123-124 C. 1H NMR (400 MHz, CDCl3): delta 9.99 (s, 1H, CHO), 4.82 (s, 2H, Cp-H), 4.63 (s, 2H, Cp-H), 4.30 (s, 5H, Cp-H). 13C NMR (101 MHz, CDCl3): delta 193.50 (CHO), 79.63 (Cp), 73.19 (Cp), 69.58 (Cp). MS (ESI) m/z 214.89 [M + H]+ Cal. 214.

102-54-5 Ferrocene 7611, airon-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Su, Zhi-Ming; Lin, Cai-Xia; Zhou, Yun-Tao; Xie, Li-Li; Yuan, Yao-Feng; Journal of Organometallic Chemistry; vol. 788; (2015); p. 17 – 26;,
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 Ferrocene

With the complex challenges of chemical substances, we look forward to future research findings about 102-54-5,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocene, and cas is 102-54-5, its synthesis route is as follows.,102-54-5

In a three-necked flask equipped with a thermometer, 3.72 g (0.02 mol) of ferrocene and 18.86 mL (0.2 mol) of acetic anhydride were added 3.3 mL (0.06 mol) of phosphoric acid was added dropwise with stirring. The temperature was controlled at 55-60C and the TLC point plate was followed to complete conversion of ferrocene. After adding saturated Na2CO3 solution to neutralize to pH=7, the mixture was extracted with methylene chloride (30 mL x 3) and the combined organic phases were washed with water and dried over anhydrous magnesium sulfate. Column separation. 3.86 g of pure acetylferrocene was obtained. Yield : 85%.

With the complex challenges of chemical substances, we look forward to future research findings about 102-54-5,belong iron-catalyst compound

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

 

Some tips on Ferrocene

With the complex challenges of chemical substances, we look forward to future research findings about 102-54-5,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocene, and cas is 102-54-5, its synthesis route is as follows.,102-54-5

Synthesis of ferrocenecarboxaldehyde (2) In a Schlenk-type apparatus, 2.1 mL (28 mmol) of DMF was added to the solution of 5.31 g (28 mmol) of ferrocene in 30 mL of dry chloroform, and the resulting mixture was stirred in an ice-bath under nitrogen atmosphere for 15 min. Then, 2.6 mL (28 mmol) of POCl3 was dropwise added to the mixture about half an hour. The resulting reaction mixture was refluxed for 12 h. After solvent removal, the product was poured into 100 mL ice water and filtered. The filtrate was neutralized with Na2CO3 power, and extracted repeatedly with ether. The crude product was obtained by evaporation of the solvent and purified by silica gel (100-200 mesh) chromatography to give a reddish-brown solid. Yield: 3.21 g, 53%. M.p. 123-124 C. 1H NMR (400 MHz, CDCl3): delta 9.99 (s, 1H, CHO), 4.82 (s, 2H, Cp-H), 4.63 (s, 2H, Cp-H), 4.30 (s, 5H, Cp-H). 13C NMR (101 MHz, CDCl3): delta 193.50 (CHO), 79.63 (Cp), 73.19 (Cp), 69.58 (Cp). MS (ESI) m/z 214.89 [M + H]+ Cal. 214.

With the complex challenges of chemical substances, we look forward to future research findings about 102-54-5,belong iron-catalyst compound

Reference£º
Article; Su, Zhi-Ming; Lin, Cai-Xia; Zhou, Yun-Tao; Xie, Li-Li; Yuan, Yao-Feng; Journal of Organometallic Chemistry; vol. 788; (2015); p. 17 – 26;,
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 : 102-54-5

As the rapid development of chemical substances, we look forward to future research findings about 102-54-5

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

102-54-5, Add 100ml of dichloromethane to the reaction flask, add 20g of ferrocene, then add 16g of ZnCl2, then add 10g of acetyl chloride to stir at room temperature, control the reaction, after the reaction is over, add the reaction solution In a 5% aqueous solution of hydrochloric acid, the liquid phase was separated, and the organic phase was washed three times with water, and the organic phase was separated. The organic phase was dried and concentrated to give 22 g of acetyl ferrocene in a yield of 90%.

As the rapid development of chemical substances, we look forward to future research findings about 102-54-5

Reference£º
Patent; Nanjing Faen Chemical Co., Ltd.; Wang Kunpeng; Han Yuelin; (5 pag.)CN108409801; (2018); 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