Sodium Hydroxide → 3-Cyclopentyl-2-[4-(2-oxo-propylsulfonyl)-phenyl]-propionic acid

Participants

Reaction Conditions

Reaction Steps

A solution of the title C compound, 3-cyclopentyl-2-[4-(2-oxo-propylsulfonyl)-phenyl]-propionic acid ethyl ester (5 g, 0.013 mol) in 40 mL of methanol and 60 mL of water is treated with 1 g (0.027 mol) of sodium hydroxide and the reaction is stirred at 25° C. for 6 h. The reaction mixture is concentrated under vacuum, and the residue is re-dissolved in water and extracted with diethyl ether (50 mL). The aqueous layer is then acidified to pH 1 with 1 N aqueous hydrochloric acid solution. This solution is extracted with ethyl acetate (2×100 mL). The organic layer is washed with water and brine, dried over sodium sulfate and then filtered and evaporated under vacuum to give 3-cyclopentyl-2-[4-(2-oxo-propylsulfonyl)-phenyl]-propionic acid as a white solid.

Provenance & Evidence