反应详情

温度

0 °C

To 1 l of mixed solvent of ethanol/THF (4/1) was dissolved 15.0 g (41.8 mmol) of the 4-(4-(2-(4-n-pentylcyclohexyl)ethyl)-3-cyclohexenyl)cyclohexanone described above, and the solution was cooled down to 0° C. To this mixture was gradually added 0.80 g (21.1 mmol) of sodium borohydride such that the liquid temperature did not exceed 15° C., and the mixture was stirred for 1 hour. Water in an amount of 350 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 6.0 g (17 mmol) of 4-(4-(2-(4-n-pentyl-cyclohexyl)ethyl)-3-cyclohexenyl)cyclohexanol. Yield of this compound based on 4-(4-(2-(4-n-pentylcyclohexyl)ethyl)-3-cyclohexenyl)cyclohexanone was 41%.

1. customdid not exceed 15° C.
2. customthe product thus formed
3. extractionwas extracted with ether
4. washthe extract was washed with 1N-hydrochloric acid and water in this turn
5. distillationthe solvent was distilled off
6. customAfter the residue was purified by column chromatography on silica gel (eluent: heptane/ethyl acetate=3/1)
7. distillationthe solvent was distilled off
8. customThe residue was recrystallized from ethanol