Chlorosulfonic acid → 4-Methoxy-2,6-dimethylbenzene-1-sulfonyl chloride

Participants

Reaction Conditions

Reaction Steps

3,5-Dimethylanisole (102.5 g, 753 mmol) was dissolved in MC (1,000 ml) and the solution was cooled to 0° C. Chlorosulfonic acid (251 ml, 3.763 mmol, in 250 ml of MC) was slowly added dropwise to this solution. After 10 minutes, the reaction mixture was poured on to ice (1,000 ml) and extracted with MC (1×250 ml). The combined organic phases were washed with water (1,000 ml) and NaCl solution (1,000 ml), dried with Na2SO4 and concentrated in vacuo. Purification of the crude product was carried out by chromatography on silica gel (heptane/MC, 5:1). The yield was 63.50 g (36%).

Provenance & Evidence