4-Bromoanisole → HCID 13392804, compound

Participants

Reaction Steps

0.2 g of 4-methoxybromobenzene, 0.3 g of 6-hydroxy-4-methoxymethyl-β-carboline-3-carboxylic acid ethyl ester, and 0.15 g of copper(I) oxide are heated in 5 ml of collidine to boiling for 35 hours. After cooling, the mixture is filtered and evaporated under vacuum. The residue is taken up in ethyl acetate, extracted repeatedly with ice-cold 25% ammonia solution and then washed with saturated sodium chloride solution, dried over calcium sulfate, and evaporated. Chromatography on silica gel with methylene chloride-ethanol (10:1) yields 0.17 g of 6-(4-methoxyphenoxy)-4-methoxymethyl-β-carboline-3-carboxylic acid ethyl ester, mp 154.0° C.

Provenance & Evidence