反应详情

42 mg of 4-bromo-2,2-dimethyl-5-{4-(methylthio)phenyl}-3(2H)-furanone was dissolved in 15 ml THF and 15 ml ethanol, to which was added 178 mg of OXONE. The mixture was stirred overnight at room temperature. Then the solvent was removed in vacuo. The resulting residue was extracted with 50 ml water and methylene chloride (50 ml×3). The organic layer was concentrated under reduced pressure and the resulting residue was subjected to column chromatographic separation (hexane/ethylacetate=2:1) to afford 45 mg of desired 4-bromo-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone as a solid. mp: 196-196.5° C. NMR: δ1.57 (s, 6H), 3.11 (s, 3H), 8.11 (d, J=8.7 Hz, 2H), 8.40 (d, J=8.7 Hz, 2H). IR (cm−1): 2928, 1703, 1559, 1270, 1148, 1076, 847. MS (EI): 346 (m).

1. customThen the solvent was removed in vacuo
2. extractionThe resulting residue was extracted with 50 ml water and methylene chloride (50 ml×3)
3. concentrationThe organic layer was concentrated under reduced pressure
4. customthe resulting residue was subjected to column chromatographic separation (hexane/ethylacetate=2:1)