反应详情

A solution of ethyl 3,3,5,5-tetramethylcyclohexylacetate 8 (1.8 g, 8.0 mmol) in ether (30 ml) was added dropwise to a stirred suspension of lithium aluminum hydride (0.9 g, 24.0 mmol) in ether (30 ml), which was cooled in an ice bath. The reaction mixture was refluxed for 3 h, cooled and residual lithium aluminum hydride was destroyed with water. The aqueous layer was separated and twice extracted with ether. The combined ether phases were washed with saline, dried over MgSO4, filtered and evaporated. The crude product was purified by flash chromatography on silica gel, eluting with hexane-ethyl acetate mixture (4:1) to give 1.2 g (79%) of 11 as an oil.

1. temperaturewas cooled in an ice bath
2. temperatureThe reaction mixture was refluxed for 3 h
3. temperaturecooled
4. customresidual lithium aluminum hydride was destroyed with water
5. customThe aqueous layer was separated
6. extractiontwice extracted with ether
7. washThe combined ether phases were washed with saline
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. customevaporated
11. customThe crude product was purified by flash chromatography on silica gel
12. washeluting with hexane-ethyl acetate mixture (4:1)