Water → HCID 18385654, compound

Participants

Reaction Steps

105 mg of 4-(3,5-difluorophenyl)-2,2-dimethyl-5-{3-methyl-4-(methylthio)-phenyl}-3(2H)-furanone (Example 381) was dissolved in 50 ml methanol, 30 ml THF and 50 ml water, to which was added 513 mg of OXONE. The reaction mixture was stirred at room temperature for 4 hours. Then the mixture was concentrated in vacuo, and was extracted with water 50 ml and dichloromethane (30 ml×3). Concentration of the organic layer under reduced pressure was followed by column chromatography (hexane/ethylacetate=3:2) to give 97 mg of 4-(3,5-difluorophenyl)-2,2-dimethyl-5-{3-methyl-4-(methylsulfonyl)phenyl}-3(2H)-furanone. NMR: δ1.57 (s, 6H), 2.71 (s, 3H), 3.05 (s, 3H), 6.82 (m, 1H), 7.12 (m, 1H), 7.59 (m, 1H), 7.63 (m, 1H), 7.92 (m, 2H).

Provenance & Evidence