Acetic Acid → N-(tert-Butyl)-1H-pyrrole-3-sulfonamide

Participants

Reaction Steps

A solution of N-(1,1-dimethylethyl)-1-[tris(1-methylethyl)sily]-1H-pyrrole-3-sulfonamide (1.7 g, 4.7 mmol) in 25 mL THF was treated with 5.2 mL of 1M tetrabutylammonium fluoride/THF solution, followed by 0.3 mL of acetic acid. After stirring 30 minutes at room temperature, the reaction mixture was filtered through silica with THF rinse, and the filtrate stripped. The solid residue was triturated with hexanes to afford 0.77 g of tan solids, m.p. 145°-147° C. dec.

Provenance & Evidence