Potassium Carbonate → Ethyl 3-{3,4-difluoro-5-[(2S)-2-oxiranyl]phenyl}pentanoate

Participants

Reaction Steps

To a solution of ethyl 3-[3,4-difluoro-5-((1S)-1-hydroxy-2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl]pentanoate (14.50 g, 0.0318 mol) in absolute ethanol (270 mL) was added potassium carbonate (8.78 g, 0.0635 mol) and the reaction was stirred at RT overnight. The reaction was concentrated and diluted with water and extracted with ethyl acetate (×2). The combined organic layers were dried over Na2SO4, filtered, and concentrated. Column chromatography (hexane:ethylacetate, 0-25%) yielded the desired product (8.65 g, 96%).

Provenance & Evidence