1-Bromo-3-chloropropane → HCID 13520688, compound

Participants

Reaction Steps

A 55% sodium hydride dispersion (0.24 g, 5.5 mmol) in oil is added to 7-bromo-8-methoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one (1.35 g, 5 mmol) in dimethylsulfoxide (15 ml) and the mixture is stirred for half an hour at ambient temperature and for 10 minutes at 35°-40° C. The solution is added dropwise, with stirring, to 1-bromo-3-chloro-propane (0.79 g, 5.5 mmol) in dimethylsulfoxide (5 ml). Then the mixture is stirred for 2 hours at ambient temperature, poured into ice water and extracted (4 times) with methylene chloride. The methylene chloride extracts are washed several times with water, dried and evaporated in vacuo. The residue is purified over a silica gel column with ethyl acetate as eluant.

Provenance & Evidence