Methanol → Methyl 2-methoxy-5-phenylthiazole-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of 60% oily NaH in MeOH was added ethyl 2-chloro-5-phenylthiazole-4-carboxylate, followed by stirring at 70° C. for 1 hour. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was washed with water and brine in this order, dried over MgSO4, and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, CHCl3:MeOH) to obtain methyl 2-methoxy-5-phenylthiazole-4-carboxylate as a white solid.

Provenance & Evidence