Abstract
The decomposition products of 2'-hydroxy-2- (3-methyl-2-butenyl) -5, 9-dimethyl-6, 7-benzomorphan {(1), pentazocine} in the acidic conditions were investigated.
Heating of (1) in 25% hydrogen bromide-acetic acid for 20 minutes gave 2'-hydroxy-2- (3-methyl-3-butenyl) -5, 9-dimethyl-6, 7-benzomorphan (2). On the other hand, treatment of (1) with 47% hydrobromic acid at room temperature for 20 hours gave 2'-hydroxy-2- (3-methyl-3-hydroxybutyl) -5, 9-dimethyl-6, 7-benzomorphan (3). Further, the mutual transformations of (1), (2) and (3) were investigated.
