Water → Cyclohexanone, 2-[2-(4-bromophenyl)-2-oxoethyl]-

Participants

Reaction Steps

A suspension of 50 g. (0.18 mole) of p-bromophenacyl bromide in 215 ml. of toluene was added in small portions to a stirred boiling solution of 27.2 g. (0.18 mole) of 1-pyrrolidino-1-cyclohexene in 90 ml. of toluene. The mixture was heated under reflux for 2 hours, diluted with 90 ml. of water, and refluxed for 3 hours. The layers were separated and the aqueous phase was extracted with ether. The organic solution was dried over sodium sulfate and concentrated to an oil which solidified. Recrystallization from cyclohexane-ethanol gave 19.8 g. (37%) of colorless crystals, m.p. 78°-80°.

Provenance & Evidence