Acetone → 4-Isopropyl-6-(benzyloxycarbonylmethoxy)-2-phenylthiomethylsaccharin

Participants

Reaction Steps

A mixture of 4-isopropyl-6-hydroxy-2-phenylthiomethyl-saccharin (3.5 g, 9.63 mmol), acetone (25 mL) and K2CO3 (2.66 g, 19.26 mmol) was stirred under nitrogen for 2 minutes, then benzylbromoacetate (2.4 mL, 14.45 mmol) was added. The mixture was stirred for 6 hours, filtered, and the filtrate was concentrated in vacuo. The residue was purified by medium pressure chromatography eluting with 20% ethyl acetate/hexane to afford 4.67 (100%) of 4-isopropyl-6-(benzyloxycarbonylmethoxy)-2-phenylthiomethylsaccharin.

Provenance & Evidence