Ethyl 4-(2-thiazolyl)-4-oxobutyrate synthesis

Yield:-

Reaction Conditions:

with sodium hydrogencarbonate in 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Steps:

39.1 1.

1. Preparation of 4-Oxo-4-thiazol-2-yl-butyric Acid Ethyl Ester To a stirred solution of 2-trimethylsilanyl-thiazole (2.6 g, 16.53 mmol) in DCM (30 mL) is added a solution of 3-chlorocarbonyl-propionic acid ethyl ester (5.4 g, 32.81 mmol)in DCM (10 mL). The mixture is stirred overnight at room temperature. To the mixture is added 5% NaHCO₃ (30 mL) and mixture is stirred at room temperature for 20 minutes. The organic layer is separated and the aqueous lay is extracted with DCM (2*50 mL). The combined organic layers are dried and the solvent removed. The residue is separated by column (methylene chloride) to give 4-oxo-4-thiazol-2-yl-butyric acid ethyl ester.

References:

US2003/69257,2003,A1