Synthesis of some tetrahydro-2- and 3-benzazepines, and of hexahydro-3-benzazocine

Abstract

Hydrobromide salts of the compounds Ar[CH₂]_m·NH·[CH₂]_nBr (I) have been readily cyclised by reaction with anhydrous aluminium chloride in decalin. In this way 2,3,4,5-tetrahydro-1H-2-benzazepine [from (I; m= 1, n= 3)] and its 7-methyl and 7-chloro-derivatives, 2,3,4,5-tetrahydro-1H-3-benzazepine [from (I; m=n= 2)] and its 7-chloro-derivative, and 1,2,3,4,5,6-hexahydro-3-benzazocine [from (I; m= 2, n= 3) have been prepared.