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Benzyl Bromide → HCID 18414640, Verbindung

HRID 991587
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 991587
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH2:9][CH2:10][CH3:11])[CH:3]=1.[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([CH2:9][CH2:10][CH3:11])[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 221345104-Bromo-2-propylphenol

Produkt 1

HCID 18414640HCID 18414640, VerbindungAusbeute 69,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a 100 ml acetone solution of 4-bromo-2-propylphenol 5.4 g (25.1 mol) and benzyl bromide 5.6 g (32.7 mmol) was added potassium carbonate 5.2 g (37.6 mmol). Resulting suspension was stirred under reflux temperature for overnight. Acetone was removed under reduced pressure, diluted with ethyl acetate and water. Organic phase was separated. Aqueous phase was extracted with ethyl acetate twice. The combined organic phases were dried over anhydrous sodium sulfate, filtered, concentrated, chromatographed on silica gel (hexanes: t-butyl methyl ether) to give 6.96 g of benzyl 4-bromo-2-propylphenyl ether as colorless oil.

Aufarbeitung

  1. customResulting suspension
  2. temperatureunder reflux temperature for overnight
  3. customAcetone was removed under reduced pressure
  4. additiondiluted with ethyl acetate and water
  5. customOrganic phase was separated
  6. extractionAqueous phase was extracted with ethyl acetate twice
  7. dry with materialThe combined organic phases were dried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customchromatographed on silica gel (hexanes: t-butyl methyl ether)

Quellen und Nachweise

ORD-Eintrag
ord-823dea59bfe942c895ccd52a42cd59a8
Quelldatensatz
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06465497B2

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