Chlorosulfonic acid → Toluene methanol

Participants

Reaction Conditions

Reaction Steps

2-methyl-2-phenyl propanoic methyl ester (1.1 g, 6.17 mmol) was dissolved in 20 mL of anhydrous DCM and the reaction mixture was cooled down to −78° C. The chlorosulfonic acid (2.05 mL, 30.86 mmol, 5 eq) dissolved in 10 mL of anhydrous DCM was added dropwise during a period of 2 h. The reaction mixture was stirred overnight at room temperature. The reaction was quenched by addition of ice and the product extracted with DCM (3×50 mL) The organic layer was washed with NaCl sat, dried over MgSO4, evaporated to give an oil (1 g, yield: 59%, HPLC purity: 84%)

Provenance & Evidence