1-Phenyl-2-propanol → Phenylacetone

HRID 660486

Reaktionsgleichung

Reaktionsgleichung von HRID 660486
[C:1]1([CH2:7][CH:8]([OH:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:1]1([CH2:7][C:8](=[O:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of 1-phenyl-2-propanol (2.18 g, 16.0 mmol) in CH2Cl2 (100 mL) is added Dess-Martin periodinane (50 mL, 15 wt % solution in methylene chloride) at 0° C. After stirring at 0° C. for 1 h, the mixture is warmed to RT and stirred for 1.5 h. To the reaction mixture is added saturated NaHCO3 (200 mL) and stirred at RT for 20 min. The mixture is filtered through Celite and the organic phase is washed with water and brine then dried over MgSO4. The solvent is removed under reduced pressure and the crude material is purified by flash chromatography to afford the title compound as a colorless oil: (M+1)+=135.

Aufarbeitung

  1. temperaturethe mixture is warmed to RT
  2. stirringstirred for 1.5 h
  3. stirringstirred at RT for 20 min
  4. filtrationThe mixture is filtered through Celite
  5. washthe organic phase is washed with water and brine
  6. dry with materialthen dried over MgSO4
  7. customThe solvent is removed under reduced pressure
  8. customthe crude material is purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-93a473ecc01246f3ac25bd1d06139260
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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