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Methanol → 2,2-dimethyl-4-(3-fluorophenyl)-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone

HRID 2298269
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HRID 2298269 반응식
[CH3:1][C:2]1([CH3:23])[C:6](=[O:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)=[C:4]([C:15]2[CH:20]=[CH:19][C:18](SC)=[CH:17][CH:16]=2)[O:3]1.[CH3:24]O.O.O[O:28][S:29]([O-:31])=O.[K+]>C1COCC1>[CH3:1][C:2]1([CH3:23])[C:6](=[O:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)=[C:4]([C:15]2[CH:20]=[CH:19][C:18]([S:29]([CH3:24])(=[O:31])=[O:28])=[CH:17][CH:16]=2)[O:3]1
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6

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HCID 887MethanolHCID 962WaterHCID 183855844-(3-Fluorophenyl)-2,2-dimethyl-5-(4-(methylthio)phenyl)furan-3(2H)-oneHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 99507622,2-dimethyl-4-(3-fluorophenyl)-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

Alternatively, the titled compound was prepared as described in the following procedure: 3.0 g of 2,2-dimethyl-4(3-fluorophenyl)-5-{4-(methylthio)phenyl}-3(2H)-furanone (Example 166) was dissolved in 50 ml THF, 50 ml methanol and 50 ml water along with 10 g of OXONE. The reaction mixture was stirred at room temperature for 2 hours. Then the solution was concentrated in vacuo and the resulting aqueous solution was extracted with 150 ml methylene chloride. The organic layer was washed with brine and then was dried over anhydrous magnesium sulfate. The magnesium sulfate was removed by filtration and the filtrate was concentrated in vacuo. The resulting residue was recrystallized from methylene chloride/hexane to afford 3.3 g of 2,2-dimethyl-4-(3-fluorophenyl)-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone.

후처리

  1. customAlternatively, the titled compound was prepared
  2. concentrationThen the solution was concentrated in vacuo
  3. extractionthe resulting aqueous solution was extracted with 150 ml methylene chloride
  4. washThe organic layer was washed with brine
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. customThe magnesium sulfate was removed by filtration
  7. concentrationthe filtrate was concentrated in vacuo
  8. customThe resulting residue was recrystallized from methylene chloride/hexane

출처 및 근거

ORD 기록
ord-3d23c6cf57b648e99d0566fe878d2c14
출처 데이터셋
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06492416B1

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