Phenoxyethanol → 2-Phenoxyethyl methanesulfonate

HRID 1081738

Reaktionsgleichung

Reaktionsgleichung von HRID 1081738
[O:1]([CH2:8][CH2:9][OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13]>C(Cl)Cl>[CH3:11][S:12]([O:10][CH2:9][CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:14])=[O:13]

Komponenten

4

Edukt 2

HCID 31236PhenoxyethanolHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 2264992-Phenoxyethyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-(phenoxy)ethanol (1.35 g, 9.78 mmoles) and triethytamine (2.04 ml, 14.7 mmoles) in methylene chloride (30 ml) was added methanesulfonyl chloride (0.91 ml, 12 mmoles) with stirring under ice-cooling and the mixture was further stirred under ice-cooling for 10 minutes. The reaction solution was washed with water and the aqueous layer was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was subjected to column chromatography [eluent:hexane/methyl (1:1)] to obtain crude 1-methanesulfonyloxy-2-(phenoxy)ethane as a pale yellow oily product.

Aufarbeitung

  1. temperaturecooling
  2. stirringthe mixture was further stirred under ice-
  3. temperaturecooling for 10 minutes
  4. washThe reaction solution was washed with water
  5. extractionthe aqueous layer was extracted with methylene chloride (30 ml×3)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-380e9b64d229418fb0937079369e01fb
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05587383

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