m-Chloroperbenzoic acid → HCID 69883400, compound

Participants

Reaction Steps

To a stirred solution of (R)-N-[4-ethylsulphonyl-3-methylsulphanyl-2-chlorophenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 28) (0.636 g) in DCM was added metachloroperoxybenzoic acid (0.17 g). After 1 hour at ambient temperature a further portion of meta-chloroperoxybenzoic acid (0.14 g) was added and stirring was continued at ambient temperature for 16 hours. Further meta-chloroperoxybenzoic acid (0.08 g) was added and after 30 minutes sodium hydrogen carbonate solution (50 ml) was added. The organic layer was separated, dried and volatile material was removed by evaporation. The residue was purified by chromatography on a Mega Bond Elut column (20 g) eluting with 10-80% EtOAc/isohexane to give the title compound (0.55 g) as a white foam. NMR: 1.19 (t, 3H), 1.62 (s, 3H), 3.14 (s, 3H), 3.52-3.60 (m, 2H), 8.00 (d, 1H), 8.14 (brs, 1H), 8.45-8.49 (m, 1H), 10.11 (brs, 1H); m/z: 420.

Provenance & Evidence