Water → HCID 23440380, compound

Participants

Reaction Conditions

Reaction Steps

In 50 ml of ethanol was dissolved 4.0 g (13 mmol) of the 4-(4-(4-n-butylcyclohexyl)-1-cyclohexenyl)cyclohexanone described above, and the solution was cooled down to 0° C. Sodium borohydride in an amount of 0.25 g (6.6 mmol) was gradually added thereto such that the liquid temperature did not exceed 15° C., and the mixture was stirred for 1 hour. Water in an amount of 50 ml was added to the reaction solution, the product thus formed was extracted with ether, the extract was washed with 1N hydrochloric acid and water in this turn, and then the solvent was distilled off. After the residue was purified by column chromatography on silica gel (eluent: heptane/ethyl acetate=3/1), the solvent was distilled off. The residue was recrystallized from ethanol to give 1.6 g (5.0 mmol) of 4-(4-(4-n-butylcyclohexyl)-1-cyclohexenyl)cyclohexanol. Yield of this compound based on 4-(4-(4-n-butylcyclohexyl)-1-cyclohexenyl)-cyclohexanone was 38%.

Provenance & Evidence