Thiophenol → HCID 12505694, compound

Participants

Reaction Conditions

Reaction Steps

11.0 g (40.7 mmol) of (E)-methyl 2-methyl-3-(p-toluenesulfonyloxy)-2-propenoate was dissolved in 100 ml of chloroform and 6.3 g (57.0 mmol) of thiophenol and 33 ml of triethylamine were added. The solution was stirred at 50° C. for 9 hours. To the reaction mixture was added tert-butyl methyl ether and washed sequentially with an aqueous 1N NaOH solution and a saturated NaCl solution, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1) to obtain 6.5 g of (E)-methyl 2-methyl-3-(phenylthio)-2-propenoate.

Provenance & Evidence