Methanol → (4-Methanesulfonylphenyl)methanol

HRID 2231130

Reaktionsgleichung

Reaktionsgleichung von HRID 2231130
CS[C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1.O[O:12][S:13]([O-:15])=O.[K+].[CH3:17]O>O>[CH3:17][S:13]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1)(=[O:15])=[O:12]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 592968[4-(Methylsulfanyl)phenyl]methanolHCID 23707502Potassium hydroxy sulfite

Produkt 1

HCID 3801026(4-Methanesulfonylphenyl)methanolAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4-(Methylthio)benzyl alcohol (50 mmol, 7.71 g) was dissolved in methanol (150 ml) and cooled to 0° C. Oxone® (110 mmol, 67.6 g) in water (250 ml) was added. The stirred mixture was warmed to room temperature after 5 minutes. After 40 minutes, the mixture was diluted with water (250 ml), and extracted with methylene chloride (300 ml, then 2×100 ml). The combined organic layers were dried (MgSO4), filtered through silica, and concentrated to afford the title compound (5.48 g, 58%) as a waxy solid.

Aufarbeitung

  1. temperatureThe stirred mixture was warmed to room temperature after 5 minutes
  2. extractionextracted with methylene chloride (300 ml
  3. dry with materialThe combined organic layers were dried (MgSO4)
  4. filtrationfiltered through silica
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9af939ff7422411da39bebea0d53ba45
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06426360B1

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