反应详情

Bromine (5.21 g, 0.033 mol) was added to a solution of 9-phenylnonan-2-one (7.12 g, 0.033 mol) in dry methanol (75 ml) and stirred for 2 hours at room temperature. Water (50 ml) was added and stirring continued for 18 hours at room temperature. Ether (175 ml) and water (100 ml) were added, the organic layer washed with dil. NaHCO3, water (×2), dried (MgSO4) and evaporated under reduced pressure to an oil (5.39 g). Petroleum ether (40° C.-60°C., 50 ml) was added and the mixture cooled to -10° C. and filtered. The solid obtained was re-dissolved in ether (40 ml) and evaporated under reduced pressure to an oil (4.06 g) which was was further purified by flash chromatography on silica gel using hexane/ethyl acetate to give 1-bromo-9-phenylnonan-2-one a pale yellow solid (3.80 g, 39%).

1. stirringstirring
2. waitcontinued for 18 hours at room temperature
3. washthe organic layer washed with dil. NaHCO3, water (×2)
4. dry with materialdried (MgSO4)
5. customevaporated under reduced pressure to an oil (5.39 g)
6. additionPetroleum ether (40° C.-60°C., 50 ml) was added
7. temperaturethe mixture cooled to -10° C.
8. filtrationfiltered
9. customThe solid obtained
10. customevaporated under reduced pressure to an oil (4.06 g) which
11. customwas was further purified by flash chromatography on silica gel