Malononitrile → HCID 86671850, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of acetic acid (14.36 mL, 251 mmol), was added hexamethyldisilazane (7.01 mL, 33.5 mmol) dropwise. The resulting solution was added to a solution of 3-methyl-1-[3-(methyloxy)phenyl]-1-butanone (4.02 g, 20.91 mmol) (Description 18) and malononitrile (2.76 g, 41.8 mmol) in acetic acid (15 mL). The mixture was stirred for 7 h at 70° C. The solution was cooled to RT and partitioned between toluene (167 mL) and water (130 mL). The aqueous layer was further extracted with toluene (70 mL). The combined organic layers were concentrated, and purified by chromatography on silica gel, eluting with DCM, to afford the title compound (4.42 g). LCMS (B) m/z: 241 [M+1]+, Rt 3.14 min.

Provenance & Evidence