Chloroform → Methyl 2-methylthio-3-(phenylthio)acrylate

Participants

Reaction Steps

To a mixture of methyl 2-methylthio-3-(p-toluenesulfonyloxy)acrylate (3.05 g), triethylamine (2 mL) and chloroform (20 mL) was added slowly thiophenol (1.28 g) under ice-cooling, and the mixture was stirred at room temperature for 1 hour. To the reaction mixture were added tert-butyl methyl ether, and then a 1N aqueous sodium hydroxide solution, thereby layers were separated. The organic layer was washed with a saturated aqueous sodium chloride solution, dried, and then concentrated. The residue was subjected to silica gel column chromatography (hexane/ethyl acetate=10/1) to obtain methyl 2-methylthio-3-(phenylthio)acrylate (1.64 g).

Provenance & Evidence