HCID 18385662, compound → HCID 18385919, compound

Participants

Reaction Steps

To 2,2-dimethyl-5-{3-fluoro-4-(methylthio)phenyl}-4-phenyl-3((2H)-furanone (1.21 g: Example 264) dissolved in 150 ml 1:1:1 methanol/THF/water, was added 2.77 g of OXONE. The mixture was stirred at room temperature for four hours. Then the volatile solvent was removed in vacuo and the resulting solution was diluted with 50 ml water. The aqueous solution was extracted with dichloromethane (30 ml×3). The organic layer was concentrated under reduced pressure and was purified by column chromatography hexane/ethylacetate=4:1) to afford 520 mg of 2,2-dimethyl-5-{3-(methylsulfonyl)phenyl}-4-phenyl-3(2H)-furanone as a solid. mp: 190-191° C. NMR: δ1.55 (s, 6H), 3.23 (s, 3H), 7.26 (m, 2H), 7.38 (m, 3H), 7.56 (m, 2H), 7.92 (m, 1H). IR (cm−1): 1700, 1427, 1324, 1160, 1147. MS (FAB): 361 (m+1).

Provenance & Evidence