N-ALKYLAMINOALKYL DERIVATIVES OF SOME HEXAHYDROBENZAZOCINES

被引:16
作者
JONES, DH
STEPHENS.GF
SPRAY, GW
WRAGG, WR
机构
[1] Research Laboratories, May and Baker Ltd., Dagenham
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 16期
关键词
D O I
10.1039/j39690002176
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of several 3,4,5,6-tetrahydrobenz[b]azocin-2(1H)-ones (III) by Beckmann rearrangement of the oximes of the corresponding 1,2-benzocyclohept-1-en-3-ones (II) is described. Thelactams (III) were treated with sodamide and an alkylaminoalkyl chloride in dry xylene at reflux to give 1-alkylaminoalkyl-3,4,5,6-tetrahydrobenz[b]azocin-2(1H)-ones (IV) which, on reduction with lithium aluminium hydride, afforded the corresponding 1-alkylaminoalkyl-1,2,3,4,5,6-hexahydrobenz[b]azocines (V) in good yield. Several transformations in the 1,2,3,4,5,6-hexahydrobenz[b]azocine series are described. Some 2-alkylaminoalkyl derivatives (XIII) of the isomeric 1,2,3,4,5,6-hexahydrobenz[c]azocine, the 3-(3-dimethylaminopropyl)derivative (X) of the isomeric 1,2,3,4,5,6-hexahydrobenz[d]azocine, and 3-(3- dimethylaminopropyl)-1,2-benzocyclo-oct-1-ene (XVII) were also prepared.
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页码:2176 / &
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