T. Yashiro, Kyoko Yamada, H. Shirai
Sep 25, 1975
Citations
0
Influential Citations
4
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
For the purpose of testing the biological activity, spiro-[4-hydroxycyclohexane-1, 4'-2', 3'-dihydro-6'-methoxy-2'-methyl-1'H-isoquinoline] (IV) was synthesized by cyclization of 1-(m-methoxyphenyl)-4-hydroxycyclohexanemethylamine (XIII), which was obtained from the trans-acetoxy-amide (XII), in the presence of excess formic acid and formaldehyde under the conditions of Eschweiler-Clarke reaction. 4-Dimethylaminomethyl-4-(m-methoxyphenyl) cyclohexanol (V) was synthesized by reduction of 1-(m-methoxyphenyl)-4-acetoxycyclohexanecarbonyl dimethylamide (XIV), which was obtained from the trans-acetoxy-acid chloride (XI), with lithium aluminum hydride.