Methanol → 2-Chloro-5-(methylsulphonyl)benzoic acid

Participants

Reaction Steps

A solution of 2-chloro-5-(methylthio)benzoic acid (25 g, 123 mmol) dissolved in methanol (500 ml) is cooled to 0°-5° C. and then OXONE™ (227.6 g, 370 mol) in water (500 ml) is added. The reaction mixture is stirred for 30 minutes at 0°-5° C. and then at room temperature for 4 hours. The reaction mixture is diluted with water, extracted with CHCl3 (3×200 ml) and the CHCl3 extracts are combined, washed with water, then brine and then are dried over MgSO4, filtered and evaporated to afford 5.13 g of 2-chloro-5-(methylsulfonyl)benzoic acid, m.p. 187°-188° C.

Provenance & Evidence