Hydrochloric Acid → HCID 178521546, compound

Participants

Reaction Steps

First, 100 ml of a mixed solvent (methanol/tetrahydrofuran=1/7) and 1.5 g of sodium borohydride were placed in a 300 ml flask. Then, a solution in which 5.65 g of 4-[4-(2,3-difluorophenyl)-3-cyclohexenyl]cyclohexanone was dissolved in 80 ml of a mixed solvent (methanol/tetrahydrofuran=1/7) was added dropwise to the mixture at -25° C. The mixture was allowed to warm to room temperature and stirred for 6 hours. Thereafter, diluted hydrochloric acid was added to the reaction mixture, and an organic layer was extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=3/1) to obtain 4.6 g of trans-4-[4-(2,3-difluorophenyl)-3-cyclohexenyl]cyclohexanol (Y: 80.7%). The compound thus obtained had a purity of 99.3% by GC.

Provenance & Evidence