2-Chloro-N,N-dimethylethylamine → HCID 14855981, compound

Participants

Reaction Steps

A mixture of 2.3 g (0.006 mol) of trans-rac.-6-(acetyl-oxy)-6,7-dihydro-7-(4-methoxyphenyl)-3-methyl-2-phenyl-1,4-thiazepin-5(4H)-one, 1.0 g (0.0072 mol) of powdered potassium carbonate, and 0.8 g (0.0066 mol) of 2-dimethylaminoethyl chloride in 50 ml of ethyl acetate was stirred and heated at reflux for 2 hours, then twice an additional 0.3 g of dimethylaminoethyl chloride was added at 2 hour intervals. The mixture was heated at reflux for a total of 2 hours, then cooled to room temperature and diluted with water. The organic phase was separated, washed with brine and dried (MgSO4) and the solvent was removed under reduced pressure. The residue was crystallized from ether to give 1.7 g (70%) of trans-rac.-6-(acetyloxy)-6,7-dihydro-7-(4-methoxyphenyl)-3-methyl-4-[2-(dimethylamino)-ethyl]-2-phenyl-1,4-thiazepin-5(4H)-one, mp 119°-120°.

Provenance & Evidence