Ethanol → 5-Benzyloxy-4-methoxymethyl-betacarboline-3-carboxylic acid isopropyl ester

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Reaction Steps

740 mg (2 mmol) of 5-benzyloxy-4-methoxymethyl-β-carboline-3-carboxylic acid is stirred for 2 hours at 80° C. in 50 ml of ethanol and 20 ml of water with 977 mg of cesium carbonate. After concentration on a rotary evaporator and drying in a desiccator, the mixture is taken up in 50 ml of DMF, combined with 0.2 ml of 2-bromopropane, and heated for 8 hours to 60°-70° C. After concentration, the mixture is chromatographed over silica gel with hexane:acetone=1:1 as the eluent, thus obtaining 340 mg of 5-benzyloxy-4-methoxymethyl-β-carboline-3-carboxylic acid isopropyl ester having the above-mentioned melting point.

Provenance & Evidence