Ammonia → HCID 20546728, compound

Participants

Reaction Conditions

Reaction Steps

3 gm (0.008 mol) of 2,6-dimethyl-4-(p-bromophenyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine hydrochloride and 8 gm of aluminum bromide were dissolved in 100 ml of glacial acetic acid. The solution was cooled to 15° C., 1.4 gm of bromine were slowly added dropwise and the mixture was stirred several hours until the reaction had gone to completion. Then, the mixture was decomposed with ice water, made alkaline with ammonia, extracted with ethyl acetate and evaporated. The residue was chromatographed on silicagel with methylene chloride/methanol (95:5). Upon addition of ethereal hydrochloric acid, 2.25 gm (61% of theory) of the title compound, m.p. 261°-262° C., were obtained.

Provenance & Evidence