N-bromobutanimide → Ethyl 5-ethyl-2-methylfuran-3-carboxylate

Participants

Reaction Steps

A mixture of 3.69 g (0.02 mole) ethyl 2-acetyl-2-hexenoate and 3.56 g (0.02 mole) N-bromosuccinimide in 50 ml of carbon tetrachloride was heated at reflux for 4 hours. After cooling, the succinimide was removed by filtration and the solution concentrated in vacuo. Distillation of the crude product gave 3.32 g (91%) of ethyl 5-ethyl-2-methyl-3-furoate, bp 99°-101° C. (10 mm).

Provenance & Evidence