Water → HCID 67543117, compound

Participants

Reaction Steps

A solution of 4.39 g (19.8 mmol) of (E)-methyl 2-ethyl-3-(phenylthio)-2-propenoate and 20 ml of an aqueous 2N NaOH solution in 40 ml of ethanol was stirred at 80° C. for 2 hours and then cooled to room temperature. To the reaction mixture was added 100 ml of water and washed with t-butyl methyl ether. The aqueous layer was acidified to pH 2 with concentrated HCl and extracted with tert-butyl methyl ether. The organic layer was washed with a saturated NaCl solution, dried over anhydrous MgSO4, and concentrated to obtain 4.07 g of 2-ethyl-3-(phenylthio)-2-propenoic acid.

Provenance & Evidence