Benzyl Bromide → 1-(3-(Phenylmethoxy)phenyl)ethan-1-one

HRID 17882

Reaktionsgleichung

Reaktionsgleichung von HRID 17882
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=1)=[O:3].C(=O)([O-])[O-].[K+].[K+].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC(C)=O>[CH2:17]([O:10][C:8]1[CH:9]=[C:4]([C:2](=[O:3])[CH3:1])[CH:5]=[CH:6][CH:7]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 84873-HydroxyacetophenoneHCID 11430Potassium Carbonate

Produkt 1

HCID 986891-(3-(Phenylmethoxy)phenyl)ethan-1-oneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

3-Hydroxyacetophenone (136.15 g, 1 mol), potassium carbonate (414.63 g, 2 mol), KI (33.2 g, 0.2 mol), and benzyl bromide (171.04 g, 1 mol) were dissolved in acetone and the reaction mixture was refluxed while stirring for 24 hours, followed by washing with brine. The reaction mixture was extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:3) to obtain 1-(3-benzyloxyphenyl)ethanone (221.8 g, yield 98%) in an oil state.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed
  2. washby washing with brine
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. dry with materialthe extract was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customthe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:3)

Quellen und Nachweise

ORD-Eintrag
ord-a937d91372ab4537b5a282709eb27a35
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741323B2

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