Potassium Carbonate → 1-(2-Bromo-5-chlorobenzyloxy)-4-(2-methoxyethoxy)benzene

HRID 1516140Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1516140
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9]Br.C([O-])([O-])=O.[K+].[K+].[CH3:17][O:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9][O:28][C:25]1[CH:24]=[CH:23][C:22]([O:21][CH2:20][CH2:19][O:18][CH3:17])=[CH:27][CH:26]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 118465052-Bromo-5-chlorobenzyl bromideHCID 133135614-(2-Methoxyethoxy)phenol

Produkt 1

HCID 669702041-(2-Bromo-5-chlorobenzyloxy)-4-(2-methoxyethoxy)benzeneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1.42 g (5 mmol) of the compound obtained in Step 1 was dissolved in 20 ml of acetonitrile, 1.38 g (10 mmol) of K2CO3 and 0.84 g (5 mmol) of 4-(2-methoxyethoxy)phenol were added thereto, which was refluxed for 15 hours. The reaction mixture was distilled under a reduced pressure to remove the solvent, and 20 ml of ethyl acetate was added thereto. The resulting mixture was washed twice with water, dried over anhydrous MgSO4, and concentrated under a reduced pressure. The concentrate was subjected to column chromatography using 20% ethyl acetate/hexane to obtain 1.76 g (yield 95%) of 1-(2-bromo-5-chlorobenzyloxy)-4-(2-methoxyethoxy)benzene.

Aufarbeitung

  1. temperaturewhich was refluxed for 15 hours
  2. distillationThe reaction mixture was distilled under a reduced pressure
  3. customto remove the solvent, and 20 ml of ethyl acetate
  4. additionwas added
  5. washThe resulting mixture was washed twice with water
  6. dry with materialdried over anhydrous MgSO4
  7. concentrationconcentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5001812fa407443ea43441d9099adb3a
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08227456B2

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