Corpaverine and Related Compounds. I. : A Synthesis of 1-(p-Hydroxybenzyl)-2-methyl-6, 7, 8-trimethoxy-1, 2, 3, 4-tetrahydroisoquinoline. : Studies on the Syntheses of Heterocyclic Compounds. CXXXIX

Abstract

As a part of work on the syntheses of compounds related to corpaverine, one of its isomers, 1-(p-hydroxybenzyl)-2-methyl-6, 7, 8-trimethoxy-1, 2, 3, 4-tetrahydroisoquinoline (XVIII), was synthesized. Condensation of 6, 7, 8-trimethoxyisoquinoline methiodide and p-nitro-toluene, in the presence of sodium hydride, gave 1-(p-nitrobenzyl) compound (XV) which was reduced to the amino compound (XVII), diazotized, and decomposed into XVIII. XVIII was also synthesized from mescaline via XIX, XX, XXI, and XXII by the usual method, and the two kinds of compounds so obtained were identified by mixed fusion and infrared absorption spectra.