Dimethylformamide → HCID 21699942, compound

Participants

Reaction Steps

0.44g (11.0 mol) of 60% sodium hydride was added to 27 ml of N,N-dimethylformamide solution containing 2.72 g (10.0 mmol) of 1-(4-methoxyphenyl)-2-(4-methylthiophenyl)ethanone, and stirred at the room temperature for 30 minutes, then 1.51 g (11.0 mol) of bromoacetone was added and further stirred at room temperature for 1 hour. 400 ml of ethyl acetate was added thereto and the mixture was washed three times with 200 ml of saturated saline. The organic layer was dried over anhydrous magnesium sulfate, then concentrated under reduced pressure followed by subjected to chromatography on silica gel (hexane:ethyl acetate=4:1) to obtain 2.27 g of 2-(4-methoxyphenyl)-1-(4-methylthiophenyl)butane-1,3-dion as colorless oil (yield: 69%).

Provenance & Evidence