Extracurricular laboratory: Synthetic route of 4,4-Difluorocyclohexanol

With the rapid development of chemical substances, we look forward to future research findings about 22419-35-8.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 22419-35-8, name is 4,4-Difluorocyclohexanol, molecular formula is C6H10F2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of 4,4-Difluorocyclohexanol

To a stirred suspension of (RS)-3-(4-isocyanato-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (110 mg) in THF (1 ml) were added sequentially N,N-diisopropylethylamine (0.13 ml) and 4,4-difluorocyclohexanol (68 mg, CAS 22419-35-8) and the mixture was heated at 110¡ã C. for 18 h. The mixture was then concentrated in vacuo and the residue was purified by column chromatography (SiO2; gradient: heptane/EtOAc) to give (RS)-3-[4-(4,4-difluoro-cyclohexyloxycarbonylamino)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (20 mg, 12percent) as an off-white solid. MS (ISP): 447.4 ([M+Na]+), 442.4 ([M+NH4]+), 369.2 ([M+H-C4H8]+).

With the rapid development of chemical substances, we look forward to future research findings about 22419-35-8.

Reference:
Patent; Groebke Zbinden, Katrin; Norcross, Roger; Pflieger, Philippe; US2011/152245; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts