Bromoacetone → HCID 19010857, compound

Participants

Reaction Steps

To a solution of ethyl 5-(2-pyridyl)pentanoate (1.07 g) in acetone (5 ml) was added bromoacetone (0.51 ml) and the mixture was refluxed for 2 hours. After removal of the solvent, the residue was dissolved in aqueous sodium bicarbonate (1 g sodium bicarbonate/20 ml water) and then refluxed for 30 minutes. The mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, evaporated in vacuo, and chromatographed on silica gel (dichloromethane) to give ethyl 4-(2-methylindolizin-1-yl)butyrate (778 mg).

Provenance & Evidence