2-Phenylethanol → Methanesulfonic acid, 2-phenylethyl ester

HRID 1773860Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1773860
[C:1]1([CH2:7][CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCN(CC)CC.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>C(Cl)Cl>[CH2:8]([O:9][S:18]([CH3:17])(=[O:20])=[O:19])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 60542-PhenylethanolHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 146679Methanesulfonic acid, 2-phenylethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2-phenylethanol (24.4 g, 0.2 mole) in CH2Cl2 (200 mL) is added NEt3 (30.7 mL, 0.22 mole). The reaction mixture is cooled to 0° C. and methanesulfonyl chloride (16.3 mL, 0.21 mole) is added dropwise. The reaction mixture is allowed to reach room temperature and is stirred at room temperature overnight. Solvent is removed under reduced pressure. Water is added and the aqueous phase is extracted three times with Et2O. The organic phase is washed with water, brine, dried over magnesium sulphate, filtered and the solvent is removed under reduced pressure to give methanesulfonic acid phenethyl ester.

Aufarbeitung

  1. customto reach room temperature
  2. customSolvent is removed under reduced pressure
  3. additionWater is added
  4. extractionthe aqueous phase is extracted three times with Et2O
  5. washThe organic phase is washed with water, brine
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. customthe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d6910f16b73e49cd9e87621c1a070bb6
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09255101B2

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