Benzyl Bromide → 4-Bromo-6-chloro-2-methyl-1-benzyloxybenzene

HRID 582346

Reaktionsgleichung

Reaktionsgleichung von HRID 582346
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([OH:9])=[C:4]([CH3:10])[CH:3]=1.[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]([CH3:10])[CH:3]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 820314-Bromo-6-chloro-o-cresol

Produkt 1

HCID 185046304-Bromo-6-chloro-2-methyl-1-benzyloxybenzeneAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 50 g of 4-bromo-6-chloro-2-methylphenol and 42.5 g of benzyl bromide dissolved in 200 ml of N,N-dimethylformamide was stirred at room temperature, to which 37.4 g of potassium carbonate was added, and the mixture was stirred for 12 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was added to 400 ml of diethyl ether, washed with water, dried with anhydrous magnesium sulfate, and concentrated to obtain a crude product. The crude product was subjected to silica gel chromatography, which afforded 63 g of 4-bromo-6-chloro-2-methyl-1-benzyloxybenzene (90% yield).

Aufarbeitung

  1. additionwas added
  2. customAfter completion of the reaction
  3. customthe solvent was removed by distillation under reduced pressure
  4. additionthe residue was added to 400 ml of diethyl ether
  5. washwashed with water
  6. dry with materialdried with anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customto obtain a crude product

Quellen und Nachweise

ORD-Eintrag
ord-9b98846d5cef4654935bf5f578d79c7b
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922880

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