Modified Synthesis of Isosalutaridine (Studies on the Syntheses of Heterocyclic Compounds. CCCXXXVI)

Abstract

Diazotization of 1-(2-amino-5-benzyloxy-4-methoxybenzyl)-1, 2, 3, 4-tetrahydro-6, 7-dimethoxy-2-methylisoquinoline (V), followed by thermal decomposition without metallic catalyst, afforded the O-benzylisosalutaridine (VIII) in 10% yield, which was debenzylated to give isosalutaridine (IV).