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Report | Regular issue | Vol 6, No. 8, 1977, pp.1183-1187
Published online, 1st January, 1970
DOI: 10.3987/R-1977-08-1183
Thermolysis of N-Substituted Benzazocine Hydrochlorides

Tetsuji Kametani,* Kazuo Kigasawa, Mineharu Hiiragi, Takehiko Iwata, and Kazumi Ohkubo

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


Heating 1,2,3,4,5,6-hexahydro-8-hydroxy-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazocine (1) hydrochloride (pentazocine hydrochloride) in silicon oil or diphenyl ether gave the secondary amine (3) which was formed by an elimination of 3-methyl-2-butenyl group on nitrogen in a moderate yield. The same secondary amine (3) was also obtained from several N-substituted benzazocine derivatives (4, 5 and 6).