Lithium hydroxide, monohydrate → HCID 86671249, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-{2-[3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-acetylamino}-4-methyl-thiazole-5-carboxylic acid ethyl ester (1.02 g, 2.347 mmol) and lithium hydroxide monohydrate (1 g, 23.83 mmol) in THF (21 mL) and water (7 mL)) was stirred at 25° C. for 16 h. The reaction was quenched by addition of aqueous 2N HCl (25 mL) followed by addition of sodium chloride. The resultant biphasic solution was extracted with 7:3 ethyl acetate/THF (3×125 mL). The organic layers were combined, washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to give 2-[2-(3-Hydroxy-phenyl)-acetylamino]-4-methyl-thiazole-5-carboxylic acid (0.62 g, 90.4%) as a white solid. MS m/e 293.3 (M+H+).

Provenance & Evidence