反应详情

To a solution of 130 g of triethyl phosphono acetate in tetrahydrofuran (600 ml) was added 25 g of sodium hydride (oily: 60% or above) under ice-cooling and the resulting mixture was stirred at room temperature for 10 minutes. Then a solution of 70 g of the crude (6R*,8R*)-3,6,8-trimethyl-3-azabicyclo[3.3.1]nonan-9-one in tetrahydrofuran (300 ml) was added thereto and the reaction mixture was heated under reflux for 2 hours. After adding ethyl acetate, the reaction mixture was washed twice with a saturated aqueous solution of sodium chloride and the organic layer was dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate) to thereby give 31.5 g of the title compound as a pale yellow oily substance.

1. temperaturecooling
2. temperaturethe reaction mixture was heated
3. temperatureunder reflux for 2 hours
4. washthe reaction mixture was washed twice with a saturated aqueous solution of sodium chloride
5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
6. distillationAfter distilling off the solvent under reduced pressure
7. customthe residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate)