1-(2-Cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt → 2-Cyclopentyl-indolizine

Participants

Reaction Steps

1-(2-Cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.4 g, 12.0 mmol) was heated at reflux in saturated sodium bicarbonate solution for 3 hrs. The mixture was allowed to cool, diluted with water and extracted with ethyl acetate (×2). The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated to give a residue which was purified by column chromatography using 100-200 mesh silica-gel and 1% ethyl acetate/petroleum-ether as eluent to afford 2-cyclopentyl-indolizine (0.91 g, 41%) as a solid.

Provenance & Evidence