Ethyl Acetate → HCID 86743686, compound

Participants

Reaction Steps

37.6 g of 3-(4-benzyloxyindol-3-yl)-2-amino-5-oxahexanoic acid ethyl ester is dissolved in 200 ml of ethyl acetate. Under vigorous agitation, a solution of 10.8 g of glyoxylic acid monohydrate in 120 ml of water is added dropwise thereto. The reaction mixture is subsequently adjusted to pH 4 with 10% potassium carbonate solution and stirred for 14 hours at room temperature. The thus-precipitated yellow crystallized product is vacuum-filtered, washed with ethyl acetate, and dried, thus obtaining 20.3 g of 5-benzyloxy-4-methoxymethyl-3-ethoxy-carbonyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid as light-yellow crystals, mp 139°-142°C.

Provenance & Evidence