Water → N-(1-acetylcyclohexyl)-4-methanesulfonyl-phenylmethanesulfonamide

Participants

Reaction Conditions

Reaction Steps

N-(1-Ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide (19.6 g, 55 mmol) was suspended in ethylene glycol (250 ml). 10 ml Water, 2 g HgO and 2 ml conc. sulfuric acid were added and the mixture was heated at 175° C. for 3 hours, then poured warm into 1 l crushed ice, decanted from mercury salts, stirred and the precipitate was filtered off, washed with water and dried under vacuum at 70° C. to yield N-(1-acetylcyclohexyl)-4-methanesulfonyl-phenylmethanesulfonamide, shown below, as a solid (14.4 g, 70%). 1H-NMR (CDCl3) δ 7.95 (d, 2H), 7.68 (d, 2 H), 4.68 (s, 1 H), 4.42 (s, 2 H), 3.06 (s, 3 H), 2.29 (s, 3 H), 2.00-1.25 (m, 10 H); MS (IS): 372.1 [M−H]−

Provenance & Evidence