反应详情

To a solution of 3-chloroacetophenone (23.9 g, 154 mmol) in diethyl carbonate (150 ml) was added ethanol (0.3 ml), and sodium hydride (60% in oil, 12.4 g, 309 mmol) was added under ice-cooling. The mixture was stirred at room temperature for 2 hrs. To the reaction solution was added 6N hydrochloric acid to stop the reaction, and water (500 ml) was added. Then, the mixture was extracted with ethyl acetate (500 ml×2). The extract was washed successively with water and saturated brine, dried (anhydrous magnesium sulfate) and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1-5:1) to give the objective substance (24.8 g, 71%).

1. additionwas added under ice-
2. temperaturecooling
3. additionwas added
4. extractionThen, the mixture was extracted with ethyl acetate (500 ml×2)
5. washThe extract was washed successively with water and saturated brine
6. dry with materialdried (anhydrous magnesium sulfate)
7. customevaporated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1-5:1)
9. customto give the objective substance (24.8 g, 71%)