5,6,6a,7-tetrahydro-6-methyl-4H-Dibenzo(de,g)quinoline → HCID 21447042, compound

Participants

Reaction Steps

The diazotization and cyclization of 1-(2'-amino-4'-methoxybenzyl)-2-methyl-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide (4f) was carried out as in Example XVIII, except that the only residue containing the crude aporphine was quickly passed through a short column of silica gel (10 g, backed in chloroform) and eluted with 5% methanol-chloroform. Evaporation of the organic solvents gave a residue which was dissolved in ethyl acetate and heated with a few drops of 48% hydrogen bromide to give 1-hydroxy-2,10-dimethoxyaporphine hydrobromide (5f) in 47% yield, mp 219-221.

Provenance & Evidence