1,2-Dibromoethane → 1,3-Dibromo-2-(2-bromoethoxy)benzene

HRID 603061

Reaktionsgleichung

Reaktionsgleichung von HRID 603061
[Br:1][CH2:2][CH2:3]Br.[OH-].[Na+].[Br:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([Br:14])[C:9]=1[OH:15].C(OCC)(=O)C>O>[Br:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([Br:14])[C:9]=1[O:15][CH2:3][CH2:2][Br:1]

Komponenten

6

Edukt 4

HCID 78391,2-DibromoethaneHCID 8857Ethyl AcetateHCID 118472,6-DibromophenolHCID 14798Sodium Hydroxide

Produkt 1

HCID 292722841,3-Dibromo-2-(2-bromoethoxy)benzeneAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

1,2-Dibromoethane (5.0 ml, 58 mmol) was added to a solution of sodium hydroxide (2.5 g, 63 mmol) and 2,6-dibromophenol (14.5 g, 57.6 mmol) in 45 ml of water. The mixture was stirred under reflux for 20 hours and then extracted with ether. The combined organic layers was dried over Na2SO4, filtered and concentrated to give colorless oil. Silica gel chromatography, using a gradient of ethyl acetate, in hexanes to afforded 1,3-dibromo-2-(2-bromo-ethoxy)-benzene (11.55 g, 57% yield) as a colorless oil.

Aufarbeitung

  1. temperatureunder reflux for 20 hours
  2. extractionextracted with ether
  3. dry with materialThe combined organic layers was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give colorless oil

Quellen und Nachweise

ORD-Eintrag
ord-e14deb98f14a49329f0a8cc62e38be85
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906648B2

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