(Sp)-2-formylferrocene-1-carboxylic acid

Base Information

• Chemical Name: (Sp)-2-formylferrocene-1-carboxylic acid
• CAS No.: 433301-35-0
• Molecular Formula: C₁₂H₁₀FeO₃
• Molecular Weight: 258.057

Synonyms:(Sp)-2-formylferrocene-1-carboxylic acid

Chemical Property of (Sp)-2-formylferrocene-1-carboxylic acid

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Technology Process of (Sp)-2-formylferrocene-1-carboxylic acid

There total 1 articles about (Sp)-2-formylferrocene-1-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

(2S,4S)-4-(methoxymethyl)-2-ferrocenyl-1,3-dioxane + carbon dioxide (124-38-9,18923-20-1) → ferrocenecarboxaldehyde (12093-10-6) + (Sp)-2-formylferrocene-1-carboxylic acid (433301-35-0)

Guidance literature:

With t-butyl lithium; hydrochloric acid; SnCl₂; In diethyl ether; water; pentane; Schlenk techniques used under Ar, Fc(C4H6O2)CH2OMe (20 mmol) in Et2O treated with 1.7M pentane soln. of tBuLi (22 mmol) at -78°C for 10 min, stirred for 1 h at room temp., cooled to -20°C, CO2 gas introduced for 20 min, aq. HCl/SnCl2 added; stirred overnight at room temp., organic phase sepd., aq. phase extd. with EtOAc, combined organic phase washed with H2O, dried over Na2SO4, evapd., chromd. (SiO2, CH2Cl2/MeOH (80:1, 30:1)), evapd., petroleum ether added, filtered, dried; elem. anal.;

DOI:10.1016/j.jorganchem.2011.01.032

Reference yield: 86.0%

(Sp)-2-formylferrocene-1-carboxylic acid (433301-35-0) + 4-nitrophenylhydrazone (100-16-3) → (Sp)-(E)-2-(2-carboxyferrocenylmethylidene)-1-(4-nitrophenyl)hydrazine

Guidance literature:

In ethanol; Fc(CHO)CO2H (2 mmol) and 4-NO2-PhNHNH2 (2.2 mmol) dissolved in EtOH, refluxed under Ar for 2 h; solvent evapd., H2O with few drops of AcOH added, extd. with CH2Cl2, organic layer dried over Na2SO4, evapd., crystd. with petroleum ether 40/70, dried; elem. anal.;

DOI:10.1016/j.jorganchem.2011.01.032

Reference yield: 64.0%

(Sp)-2-formylferrocene-1-carboxylic acid (433301-35-0) + phenylhydrazine (100-63-0) → (Sp)-(E)-2-(2-carboxyferrocenylmethylidene)-1-phenylhydrazine

Guidance literature:

In ethanol; Fc(CHO)CO2H (2 mmol) and PhNHNH2 (2.2 mmol) dissolved in EtOH, refluxed under Ar for 2 h; solvent evapd., H2O with few drops of AcOH added, extd. with CH2Cl2, organic layer dried over Na2SO4, evapd., crystd. with petroleum ether 40/70, dried; elem. anal.;

DOI:10.1016/j.jorganchem.2011.01.032

upstream raw materials:

carbon dioxide

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