Hydrogen Peroxide → HCID 69113599, compound

Participants

Reaction Conditions

Reaction Steps

Hydrogen peroxide (0.2 ml of a 30 wt. % solution in water) was added to a solution of (R)-N-[2-fluoro-4-(phenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Method 7) (0.212 g) in glacial acetic acid (0.5 ml) and the mixture was stirred and heated at 100° C. for 75 minutes then allowed to cool. Ethyl acetate (20 ml) was added and the solution was washed with water (20 ml), saturated sodium hydrogen carbonate solution (10 ml) and brine and then dried. Volatile material was removed by evaporation and the residue was purified by chromatography on a silica gel Mega Bond Elut column eluting with 20-30% ethyl acetate/hexane to give the title compound (0.155 g) as a solid. M.p. 121-122° C.; NMR: 1.58 (s, 3H), 7.58-7.7 (m, 4H), 7.8 (d, 1H), 7.9-8.05 (m, 4H), 9.8 (brs, 1H); MS: 390 (M−H)−; EA: C16H13F4NO4S 0.5H2O requires C, 48.0; H, 3.5; N, 3.5%; found: C, 47.8; H, 3.5; N, 3.4%.

Provenance & Evidence