Hexamethyldisilazane → HCID 86671849, compound

Participants

Reaction Conditions

Reaction Steps

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).

Provenance & Evidence