Water → 4-Ethylsulfonylbenzoic acid

HRID 271473

Reaktionsgleichung

Reaktionsgleichung von HRID 271473
[CH2:1]([S:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1)[CH3:2].S([O-])(O[O-])(=O)=[O:14].[K+].[K+].[OH2:21]>CO>[CH2:1]([S:3]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1)(=[O:14])=[O:21])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 832314-(Ethylthio)benzoic acidHCID 10313463Potassium peroxymonosulphate

Produkt 1

HCID 1793674-Ethylsulfonylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirring solution of 4-(ethylthio)benzoic acid (1 g, 5.5 mmol) in methanol (30 mL) at 0° C. under argon was added a solution of potassium peroxymonosulfate (6.8 g, 11 mmol) in water (30 mL). The resulted suspension was stirred at room temperature for 15 h. Methanol was evaporated under vacuum, the reaction mixture was diluted with water (30 mL), and the product was extracted with EtOAc (2×30 mL). The combined organic phase was washed with saturated aqueous NaCl, dried (MgSO4), filtered and concentrated under reduced pressure to obtain 910 mg of title compound as a white solid. HPLC/MS: retention time=1.695 min, [M+H]+=215.

Aufarbeitung

  1. customMethanol was evaporated under vacuum
  2. additionthe reaction mixture was diluted with water (30 mL)
  3. extractionthe product was extracted with EtOAc (2×30 mL)
  4. washThe combined organic phase was washed with saturated aqueous NaCl
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b72705c2182d4eceafbc4e79c2daa821
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452892B2

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