Ethyl bromoacetate → HCID 13476640, compound

Participants

Reaction Steps

The previously obtained 3-methyl-5-benzoyl thieno[2,3-b]pyrrole, suspended in 500 ml of ethanol is added to a sodium ethoxide solution freshly prepared by dissolving 24.6 g of sodium in 500 ml of ethanol, and the whole is agitated for 15 minutes; then 125 g of ethyl bromoacetate are added. The whole is refluxed for 4 hours and then hydrolysed by the addition of 600 ml of sodium hydroxide solution (N). The whole is refluxed for 30 minutes and the ethanol is eliminated by distillation. The cooled solution is then filtered. The filtrate is acidified to a pH of approximately 3, and the precipitate obtained is washed with water and recrystallised in a mixture of benzene and cyclohexane. In this manner 150 g of 3-methyl-5-benzoyl-6-carboxymethylthieno[2,3-b]pyrrole are obtained; m.p.=197° C.

Provenance & Evidence