Chlorosulfonic acid → HCID 23445312, compound

Participants

Reaction Conditions

Reaction Steps

Chlorosulfonic acid (1.82 ml, 27.08 mmol) was slowly added to a solution of 1-(4′-isopropylphenyl)pyrrole (5.01 g, 27.08 mmol) in chloroform (100 ml) at 0° C. The resulting solution was stirred at 0° C. for 1 h and for an additional 1 h at room temperature. Chloroform was removed under reduced pressure. The resultant brown liquid was diluted with ethyl acetate (200 ml) and washed with 1 N sodium hydroxide. The aqueous layer was then acidified with concentrated hydrochloric acid (pH<1) and then extracted with chloroform (2×150 ml). The combined organic layers was dried over magnesium sulfate and was filtered. Removal of the solvent gave 1-(4′-isopropylphenyl)pyrrole-2-sulfonic acid as a brown syrup (3 g, 42% yield).

Provenance & Evidence