Patent ID: 7923578
Filing Date: 2011-04-12
Classification: A61K,A61Q,C07C

Abstract:
1. A method of manufacturing 3-(4-hydroxyphenyl) propanoic acid amide using an active 4-nitrophenyl ester comprising: (a) reacting a mixture of 3-(4-hydroxyphenyl) propanoic acid with 4-nitrophenol in ethyl acetate supplemented with N,N′-dicyclohexylcarbodiimide; (b) stirring and reacting said reaction mixture in (a) to form a precipitate of N,N′-dicyclohexylurea; (c) filtering said precipitate; (d) drying said precipitate under vacuum; (e) adding anhydrous methanol saturated with ammonia to said dried precipitate; (f) stirring said precipitate mixed with anhydrous methanol saturated with ammonia; (g) evaporating said precipitate mixed with anhydrous methanol saturated with ammonia until dry to create a dried product; (h) loading said dried product onto a chromatography column packed with silica gel and washing with a chloroform-methanol mixture to create a chromatographically clean product; (i) crystallizing said chromatographically clean product from methanol; and (j) drying said chromatographically clean product in a vacuum dessicator to yield 3-(4-hydroxyphenyl) propanoic acid amide.