Hydrochloric Acid → HCID 178521562, compound

Participants

Reaction Conditions

Reaction Steps

First, 40 ml of a mixed solvent (methanol/tetrahydrofuran=1/7) was placed in a 200 ml flask. The solvent was cooled to -20° C., and 0.55 g of sodium borohydride was added to the solvent. Separately, 2.1 g of 4-[trans-4-(2,3-difluorophenyl)cyclohexyl]cyclohexanone was dissolved in 30 ml of a mixed solvent (methanol/tetrahydrofuran=1/7). This solution was added dropwise to the previously prepared mixed solvent, and the resultant mixture was stirred overnight. Then, 5% diluted hydrochloric acid was added to the reaction mixture so as to make it acidic. Methanol was distilled away from the mixture under reduced pressure, and the residue was extracted with ethyl acetate. The solution thus obtained was washed with water and dried over anhydrous sodium sulfate, and a solvent was distilled away. Thereafter, the residue was purified by column chromatography (eluent: hexane/ethyl acetate=7/3 to 1/1) and recrystallized from methanol to obtain 1.44 g of trans-4-[trans-4-(2,3-difluorophenyl)cyclohexyl]cyclohexanol(Y: 67%). The compound thus obtained had a purity of 98.1% by GC.

Provenance & Evidence