Hydrochloric Acid → HCID 21447055, compound

Participants

Reaction Steps

A mixture of 1-(2'-nitro-4',5'-dimethoxy-benzyl)-2-methyl-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline (1.50 g) in absolute methanol (100 ml) containing palladium-charcoal catalyst (5%, 0.45 g) was stirred under hydrogen until absorption ceased. The catalyst was filtered, washed with methanol and the filtrate evaporated to give an oil. Absolute ethanol (10 ml) was added followed by absolute ethanol saturated with hydrochloric acid gas (10 ml) to give 1-(2'-amino-4',5'-dimethoxybenzyl)-2-methyl-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride (4g) as a white solid (1.18 g, 81%), mp 177°-178°. An analytical sample was evaporated by recrystallization from ethanol, mp 177°-179°.

Provenance & Evidence