Dimethylformamide → HCID 14500631, compound

Participants

Reaction Conditions

Reaction Steps

50% Sodium hydride 2.15 g (89 mmol) was suspended, under nitrogen atmosphere, in 100 ml of anhydrous dimethylformamide. A solution of 10 g (46 mmol) of 2-(3'-nitrobenzoyl)pyrrole in 50 ml of anhydrous dimethylformamide was added thereto, and the resulting mixture stirred for 1 hour, cooled to 0° C. and then treated dropwise with a solution of 8.6 ml (130 mmol) of methyl iodide in 30 ml of dry dimethylformamide. The reaction mixture was stirred for an additional hour at 0° C. and thereafter poured into 500 ml of ethyl acetate, the extract was washed with water (5×250 ml), dried and evaporated in vacuo. The residue was crystallized from methylene chloride-hexane, to produce 9.6 g (90%) of the title compound, 1-methyl-2-(3'-nitrobenzoyl)pyrrole. M.P. 115°-117° C. (methylene chloride-methanol)

Provenance & Evidence