反应详情

温度

70 °C

Hexamethyldisilazane (5.51 mL, 26.3 mmol) was added dropwise to acetic acid (11.30 mL, 197 mmol) at RT under nitrogen. The resulting solution was then added to a solution of 1-[3-(methyloxy)phenyl]-1-propanone (Description 1) (2.7 g, 16.44 mmol) and malonitrile (2.173 g, 32.9 mmol) in acetic acid (10 mL). The reaction mixture was stirred at 70° C. for 12 h. The reaction mixture was cooled to RT then diluted with water (30 mL), the aqueous layer was then extracted with DCM (3×50 mL) and the combined organic extracts were dried over a phase separating column and concentrated. Purification by chromatography on silica gel, eluting with a gradient of 0-20% ethyl acetate in cyclohexane, afforded the title compound (3.13 g). LCMS (A) m/z: 211 [M−1]−, Rt 1.40 min (basic).

1. temperatureThe reaction mixture was cooled to RT
2. extractionthe aqueous layer was then extracted with DCM (3×50 mL)
3. customthe combined organic extracts were dried over a phase
4. customseparating column
5. concentrationconcentrated
6. customPurification by chromatography on silica gel
7. washeluting with a gradient of 0-20% ethyl acetate in cyclohexane