Ethyl Acetate → 2-Methyl-benzofuran-3-carboxylic acid benzyl-(6-hydroxy-naphthalen-2ylmethyl)-amide

Participants

Reaction Steps

Prepared in the same manner as described in step 2 of Example 32, and replacing 2-ethyl-benzofuran-3-carbonyl chloride with 2-methyl-benzofuran-3-carbonyl chloride, prepared in step 2 of Example 20 and 6-methylaminomethyl-naphthalen-2-ol with 6-(benzylamino-methyl)-naphthalen-2-ol, prepared in step 3 of Example 48. Chromatography of the crude oil on 400 g silica gel (230-400 mesh) using 2-3% ethyl acetate in methylene chloride as the eluent gave 2-methyl-benzofuran-3-carboxylic acid benzyl-(6-hydroxy-naphthalen-2ylmethyl)-amide (0.71 g, 30%) as a yellow solid, mp 190-193° C.

Provenance & Evidence