HCID 13166247, compound → HCID 19862668, compound

Participants

Reaction Steps

A solution of 2-bromo-1-[4-hydroxy-3-(methoxymethyl)phenyl]ethanone (700 mg), N-[6-(3-phenylpropoxy)hexyl]benzenemethanamine hydrobromide (1.1 g) and DEA (0.95 ml) in dichloromethane (10 ml) was kept at room temperature overnight. ER (50 ml) was added and the suspension was washed twice with water, brine, dried and concentrated to an oil which was dissolved in ethanol (20 ml) and treated with sodium (400 mg). The solution was stirred and refluxed refluxed overnight, water (30 ml) was added and the mixture was extracted with ER (3×25 ml). The organic extracts were washed with brine, dried and concentrated to a red oil which was purified by FCC eluting with System E (80:20:1→66:33:1) to give the title compound as an oil (250 mg), t.l.c. (System E 66:37:1) Rf 0.22.

Provenance & Evidence