Potassium Carbonate → 3-[2-(3-Carboxy-1-propylthio)-4-methyl-1,3-thiazol-5-yl]-propionic acid

Participants

Reaction Conditions

Reaction Steps

2 g (8.6 mmol) of ethyl 3-[2-mercapto-4-methyl-1,3-thiazol-5-yl]propionate were initially introduced into 40 ml of dry DMF, and 1.48 g (11 mmol) of powdered K2CO3 and 1.23 ml (8.6 mmol) of ethyl 4-bromobutyrate were added, and the reaction mixture was stirred at 50° C. for 2 hours. A solid residue was filtered off with suction, the DMF was removed in vacuo, and 3.6 g of a crude product were obtained, and this was taken up in 25 ml of ethanol. After addition of 1N sodium hydroxide solution, the mixture was stirred at room temperature for 2 hours, and the ethanol was removed in vacuo, and the aqueous residue was adjusted to pH 3 with hydrochloric acid. The solution was extracted with ethyl acetate, and the organic phase was dried with MgSO4 and evaporated. 2.2 g (88%) of the title compound were obtained as an oil.

Provenance & Evidence