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Methanol → 4-Methanesulfonylbutan-1-ol

HRID 705339
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 705339
CS[CH2:3][CH2:4][CH2:5][CH2:6][OH:7].[OH:8][S:9]([O-:12])(=O)=O.[K+].[CH3:14]O>O>[CH3:14][S:9]([CH2:3][CH2:4][CH2:5][CH2:6][OH:7])(=[O:12])=[O:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887MethanolHCID 516920Potassium bisulfateHCID 5197934-(Methylthio)butanol

Produkt 1

HCID 230286054-Methanesulfonylbutan-1-olAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4-(Methylthio)butan-1-ol (721 mg, 6.0 mmol) was dissolved in methanol (15 mL) and cooled to 0° C. in an ice bath. 2KHSO5.KHSO4.K2SO4 (4057 mg, 6.60 mmol), dissolved in water (15 mL), was added dropwise over a 10 minute period. Upon completion of addition, the reaction mixture was removed from the ice bath and warmed to room temperature and stirred for one hour. The reaction mixture was diluted with water (15 mL) and extracted with ethyl acetate (50 mL). The aqueous layer was concentrated to dryness, and the residue was diluted with dichloromethane, stirred 30 minutes and filtered. The filtrate was concentrated to give the title compound as a clear oil (825 mg, 90%).

Aufarbeitung

  1. additionwas added dropwise over a 10 minute period
  2. additionUpon completion of addition
  3. customthe reaction mixture was removed from the ice bath
  4. temperaturewarmed to room temperature
  5. additionThe reaction mixture was diluted with water (15 mL)
  6. extractionextracted with ethyl acetate (50 mL)
  7. concentrationThe aqueous layer was concentrated to dryness
  8. additionthe residue was diluted with dichloromethane
  9. stirringstirred 30 minutes
  10. filtrationfiltered
  11. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-a634bda474d04a6da0b400dae054ed08
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09173887B2

Notizen zur Reaktion

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