反应详情

Sodium hydride (60% oil dispersion, 1.24 g, 31.1 mmol) was added in portions to a solution of 3-chloroacetophenone (4.0 g, 26 mmol) and diethyl oxalate (4.54 g, 31.1 mmol) in DMF (32 mL) at 0° C. The mixture stirred at room temperature for 1 hour and was then heated at 80° C. for a half an hour. After cooling, the mixture was treated with 3 M HCl and then diluted with ethyl acetate. The organic layer was washed with water (three times) and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting residue was then purified by flash column chromatography on silica using 0-10% ethyl acetate in hexanes to afford of the title compound (4.43 g, 67%, yellow solid).

1. temperaturewas then heated at 80° C. for a half an hour
2. temperatureAfter cooling
3. washThe organic layer was washed with water (three times) and saturated brine
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customThe resulting residue was then purified by flash column chromatography on silica using 0-10% ethyl acetate in hexanes