Category: 102-54-5

102-54-5, 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. Ferrocene, cas is 102-54-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

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 Ferrocene, 102-54-5

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

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.

(1) Synthesis of ferrocene formaldehyde: under the protection of the helium gas, in the ice-bath cooling, constant pressure in the funnel 14.6 g (0.2 muM) DMF dimethyl formamide in 10 minutes into the 18.6 g (0.1 muM) ferrocene 75 ml dry chloroform solution; then, 30.6 g (0.2 muM) phosphorus oxychloride in a half-hour in dripped into the reaction bottle, the completion of the dropping, the oil bath temperature to 60 C, heating and stirring 20 hr, the oil bath temperature is still lower than the 60 C; the completion of the reaction, the reaction mixture is poured into ice water, the solid is most unreacted ferrocene, filtering to filter the solid insoluble matter, the filtrate magnesium carbonate powder carefully neutralized, then circulating extraction device repeatedly extraction reaction mixture, all of the extracts combined, water washing, the organic layer using sodium carbonate drying, to remove the solvent to obtain the crude product 18.21 g, dichloromethane is used for – hexane recrystallize to get red brown crystal 15.0 g, yield of 72.4%.

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£º
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

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.

A mixture of 5.3g (28mmol) ferrocene and 60mL chloroform was placed in a 50mL three-neck flask and kept at-5 to-10C. Afterward, 10.5mL phosphorus oxychloride dissolved in 15mL DMF was added for 1.5h. The resulting reaction mixture was refluxed for 12h. After solvent removal, the product was poured into 100mL ice water and filtered. The filtrate was neutralized to pH 8-9 using NaOH (10%, w/v) and then extracted with ether. The organic layer was washed with water and dried over anhydrous MgSO4. After removal of the solvent, the crimson solid was recrystallized from n-hexane. The purified product (1) weighed 2.3g (79% yield). 1H NMR(CDCl3): delta, 9.95 (s, 1H, HC=O), 4.79-4.80 (d, 2H, Cp-rings), 4.60-4.61(d, 2H, Cp-rings), 4.28(s, 5H, Cp?-rings). MS(ESI), m/z: 215.0 (M+) FT-IR (KBr): upsilon (cm-1) 1681(C=O).

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£º
Article; Jia, Jianhong; Cui, Yanhong; Li, Yujin; Sheng, Weijian; Han, Liang; Gao, Jianrong; Dyes and Pigments; vol. 98; 2; (2013); p. 273 – 279;,
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

102-54-5, 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. Ferrocene, cas is 102-54-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution 3-5mmol of ferrocene in dichloromethane (DCM) or dichloroethane (DCE) (3-5mL) was prepared. A previously prepared solution of 1equivalent of acyl chloride and 1equivalent of aluminum chloride in DCM or DCE (3-5mL) was transferred to the ferrocene solution, while stirring and with positive nitrogen pressure. The mix of the two liquids generated an intense purple or blue mixture. Reaction was stopped after 30-60min of stirring at room temperature. An equal quantity of water was added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with methyl t-butyl ether (MTBE), and the combined organic phase was dried over anhydrous sodium sulfate. The solvent was removed and the crude product (red to orange solid) was purified by column chromatography column on silica gel (230-400mesh) with a gradient of cyclohexane-benzene as eluent.

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 Ferrocene, 102-54-5

Reference£º
Article; Garcia-Barrantes, Pedro M.; Lamoureux, Guy V.; Perez, Alice L.; Garcia-Sanchez, Rory N.; Martinez, Antonio R.; San Feliciano, Arturo; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 548 – 557;,
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

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

General procedure: A solution of acid chloride (63 mmol) in 30 mL drydichloromethane was added to a suspension of anhydrousaluminum chloride (8.41 g, 63 mmol) in 30 mLdry dichloromethane, and the mixture was stirred at 5 Cfor 1 h under Argon. The solution of aluminum chloride/acid chloride complex was added dropwise over 30 minto a solution of ferrocene (11.16 g, 60 mmol) in 100 mLdry dichloromethane at 0 C. The reaction mixture waswarmed to room temperature and stirred for 16 h. A solutionof NaBH4(2.38 g, 63 mmol) in 25 mL diglyme wasadded dropwise to the purple reaction mixture at -5 C. Anorange solution was formed and stirred at 0 C for 1 h. Themixture was then hydrolyzed with addition of 20 mL waterwhile maintaining its temperature at less than or equal to10 C. The mixture was allowed to separate by settling,and the organic phase was then withdrawn. The aqueousphase was extracted with 3 times 30 mL of dichloromethane,and then all the organic phases are combined. Combinedorganic layer was washed with 50 mL of brine. Afterthe drying of organic layer on the Na2SO4,dichloromethanewas distilled under atmospheric pressure. The diglymeand the residual ferrocene which was found to be entrainedby the diglyme were then distilled at reduced pressureapproximately 20 mm Hg and a column head temperatureof 85-95 C. The alkylferrocene derivatives were distilledat a more reduced pressure, less than 5 mm Hg.

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£º
Article; Teimuri-mofrad, Reza; Safa, Kazem D.; Abedinpour, Saiedeh; Rahimpour, Keshvar; Journal of the Iranian Chemical Society; vol. 14; 10; (2017); p. 2177 – 2185;,
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 Ferrocene, and cas is 102-54-5, its synthesis route is as follows.

To a solution of ferrocene (1; 5.00 g, 26.87 mmol) in anhydrous CH 2 Cl 2(30 mL), a solution of acetyl chloride (2.01 mL, 28.21 mmol) and AlCl 3(3.94 g, 29.55 mmol) in anhydrous CH 2 Cl 2 (40 mL) was added at 0 C.The reaction temperature was allowed to rise to r.t., and the dark-vio-let solution was stirred for 2 h. The reaction was quenched by addi-tion of ice-cold water (70 mL) at 0 C and the mixture was extractedwith CH 2 Cl 2 (3 ¡Á 70 mL). The collected organic layers were washedwith a solution of Na 2 CO 3 (50 mL), dried over Na 2 SO 4 , filtrated and thesolvent was removed under reduced pressure. Crude product (dark-orange solid) was purified by chromatography on SiO 2 (hexanes/EtOAc = 4:1; R f = 0.3) to afford target product 2.Yield: 4.45 g (73%); orange solid; mp 85-86 C (lit. 20 85-86 C).1 H NMR (300 MHz, CDCl 3 ): delta = 4.78-4.76 (m, 2 H), 4.55-4.42 (m, 2 H),4.20 (s, 5 H), 2.40 (s, 3 H).NMR spectra are in agreement with those of the commercially avail-able product.

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£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

102-54-5, 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. Ferrocene, cas is 102-54-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: An oven-dried vial was charged with anisole 1a (0.75 mmol, 1.0 equiv), acetic anhydride 2a (1.5 mmol, 2.0 equiv) and TFA (0.8 mL). The reaction mixture was stirred at room temperature and monitored by TLC or GC-MS. The reaction typically took 1.5 h to complete. Upon completion, aqueous sodium hydrogen carbonate was added and the aqueous phase was extracted with ethyl acetate (3 x 20 mL). The combined organic layers were dried over Na2SO4 and concentrated. The crude product was purified by silica gel column chromatography to afford ketone product 3a. Alternatively, the product can also be obtained without workup: upon completion, the solvent was removed under reduced pressure and the residue was subjected to silica gel flash column chromatography.

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 Ferrocene, 102-54-5

Reference£º
Article; Liu, Guangchang; Xu, Bo; Tetrahedron Letters; vol. 59; 10; (2018); p. 869 – 872;,
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

102-54-5, 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. Ferrocene, cas is 102-54-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Ferrocenecarboxaldehyde was prepared from ferrocene according to the literature.10 Phosphorus oxychloride (50mL, 536mmol) was added dropwise to the dimethylformamide (39.0g, 536mmol) at 0C and the resulting mixture was stirred for 30min at this temperature under a nitrogen atmosphere. Next ferrocene (50.0g, 268mmol) in dry chloroform (250mL) was added dropwise to the mixture for 30min at 0C. After completion of the addition, the reaction mixture was kept stirring for 28h with heating at 55-60C on an oil bath, taking care that the temperature did not exceed 60C. The reaction mixture was then cooled to room temperature and neutralized carefully with an aqueous saturated Na2CO3 solution and then extracted repeatedly with the dichloromethane. The combined organic layer was dried over anhydrous Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography using hexane/ ethyl acetate mixture (95:05) as eluent to give ferrocenecarboxaldehyde 1 in 55% yield (31.7g) as a reddish brown solid. (mp: 122C, lit.10 123C); IR (KBr, cm-1): 3093, 2837, 2760, 1683, 1447; 1H NMR (400MHz, CDCl3): deltaH 9.95 (s, 1H); 4.80-4.60 (m, 4H), 4.27 (s, 5H); 13C NMR (100MHz, CDCl3): deltaC 193.63, 79.49, 73.33, 69.78; HRMS-ESI (m/z): [M+H]+ Found 215.0157 and calculated 215.0159 for C11H11FeO.

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 Ferrocene, 102-54-5

Reference£º
Article; Achari, Kamsali Murali Mohan; Ramanathan, Chinnasamy Ramaraj; Tetrahedron Asymmetry; vol. 28; 6; (2017); p. 830 – 836;,
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 Ferrocene, and cas is 102-54-5, its synthesis route is as follows.,102-54-5

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).

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; 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

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

To a solution of anhydrous AlCl3 (1.6 g, 12.0 mmol) in CH2Cl2 (20 mL) acetyl chloride (935.8 mg, 12.0 mmol) in CH2Cl2 (10 mL) was added at -5 C. The above mixture was dropwisely added to the solution of ferrocene (1.86 g, 10 mmol) and CH2Cl2 (20 mL) at 0 C and the solution color changed from orange to bluish violet. Then the reaction mixture was warmed to room temperature and stood for 2 h. The mixture was poured to ice-water and the organic phase was successively washed with 1N HCl solution, water and 5% aqueous Na2CO3. The organic layer was dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduce pressure to give a crude product. The crude product was purified by recrystallization from petroleum ether (60-90 C) to give compound 7a (77.1%).

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; 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