Lithium hydroxide, monohydrate → HCID 67191150, compound

Participants

Reaction Conditions

Reaction Steps

(R)-2-(3-Chloro-4-methanesulfonyl-phenyl)-3-((S)-3,3-difluoro-cyclopentyl)-propionic acid methyl ester (224 mg, 0.59 mmol) was dissolved in ethanol (8 mL) and treated with a solution of lithium hydroxide monohydrate (62 mg, 1.47 mmol) in water (2 mL) at 25° C. It was stirred at 25° C. until the starting material was all consumed by TLC (˜1 hr). The reaction was then concentrated in vacuo to remove the ethanol. The remaining aqueous layer was then acidified to pH=2 with an aqueous 1N hydrochloric acid solution. This was then extracted with ethyl acetate (3×20 mL), the organic layers combined and dried over magnesium sulfate, filtered and concentrated in vacuo to afford 2-(3-chloro-4-methanesulfonyl-phenyl)-3-((S)-3,3-difluoro-cyclopentyl)-propionic acid (210 mg, 97%) as a mixture of two diastereomers as a clear colorless oil.

Provenance & Evidence