Styrene Oxide → HCID 70606246, compound

Participants

Reaction Steps

1-Phenyl-7,8-dihydroxy-9-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine is obtained by treating 2-(3,4-dimethoxy-5-methylphenyl)ethylamine in tetrahydrofuran with styrene oxide for 12 hours as described above to give N-[(2-hydroxy-2-phenylethyl)]-2-(3',4'-dimethoxy-5-methylphenyl)ethylamine which on cyclization gives the 7,8-dimethoxy benzazepine. Cleavage of this as described gives the desired 6-methyl compound as the hydrobromide which may be converted via the free base to the hydrochloride.

Provenance & Evidence