Acetophenone → 3-(Dimethylamino)-1-phenyl-2-propen-1-one

Participants

Reaction Steps

To a stirred solution of 5.0 ml (42.8 mmol) acetophenone in 40 ml DMF was added 11.4 ml (85.6 mmol) N,N-dimethylformamide dimethyl acetal and the mixture heated at reflux for 16 h. The reaction mixture was then concentrated in vacuo. Trituration in hexane/ethyl acetate (4/1) afforded 6.4 g (85%) 3-(dimethylamino)acrylophenone as a crystalline solid. EI-MS m/e (%): 175 (M+, 45), 158 ([M—OH]+, 100), 98 ([M—C6H5)+, 63), 42 (72).

Provenance & Evidence