Dimethylformamide → HCID 14500626, compound

Participants

Reaction Steps

10.6 g (440 mmol) of 60% sodium hydride were suspended, under nitrogen atmosphere, in 100 ml of anhydrous dimethylformamide and then a solution of 20 g (183 mmol) of 2-acetylpyrrole, prepared, for example, as described in Preparation 1A, in 100 ml of anhydrous dimethylformamide was added thereto, in a dropwise fashion and under stirring, at room temperature. The resulting mixture was stirred for 2 hours further and then treated dropwise with a solution of 25 ml (230 mmol) of 1-bromobutane in 50 ml of dry dimethylformamide. The reaction mixture was kept at room temperature for 18 additional hours, and thereafter poured into 1000 ml of ethyl acetate, washed with water (5×500 ml), dried and evaporated in vacuo, thus obtaining 16.9 g (56%) of the title compound, 1-butyl-2-acetylpyrrole, as an oil.

Provenance & Evidence