Methanol → 3-[4-(3-Thienyl)phenyl]-alanine methyl ester

Participants

Reaction Steps

A solution of 3-[4-(3-thienyl)phenyl]alanine in methanol (2 ml) is slowly added to a solution of thionyl chloride (6.8 ml, 94 mmol) in methanol (5 ml) at -10° C. The mixture is slowly warmed to room temperature, then refluxed overnight. The reaction mixture is concentrated in vacuo, diluted with ethyl acetate (10 ml), and extracted with water (10 ml×3). The aqueous layer is made basic with sodium bicarbonate and extracted with ethyl acetate (10 ml×3). The organic layer is dried over magnesium sulfate and concentrated in vacuo to give a crude 3-[4-(3-thienyl)phenyl]-alanine methyl ester.

Provenance & Evidence