4-Toluenesulfonyl chloride → HCID 13720819, compound

Participants

Reaction Steps

A solution of methyl indole-6-carboxylate (15.0 g) in 2-butanone (214 ml) was treated with 4-methylbenzenesulfonylchloride (33 g) and potassium carbonate (47.0 g) and heated to reflux under a nitrogen atmosphere for 18 hours. The hot reaction mixture was filtered, and the filtrate was evaporated to give a solid which was triturated with ether to give methyl 1-(4-methylphenylsulfonyl)indole-6-carboxylate (28.0 g, 99%) as an ivory solid NMR (80 MHz, CDC3): 2.33(s, 3H, ArCH3), 3.95(s, 3H, OCH3), 6.67(dd, 1H, H3-indole), 7.16-7.98(7H, m, Ar), 8.7(m, 1H, H7 -indole)

Provenance & Evidence