Potassium Carbonate → 2,4-Dibromo-1-(methoxymethoxy)benzene

HRID 931553

Reaktionsgleichung

Reaktionsgleichung von HRID 931553
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[CH2:16]([O:18][CH2:19]Cl)C>CC(C)=O>[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[O:9][CH2:16][O:18][CH3:19]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 120052,4-DibromophenolHCID 18523Chloromethyl ethyl ether

Produkt 1

HCID 105658332,4-Dibromo-1-(methoxymethoxy)benzeneAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A flask was charged with 2,4-dibromophenol (50.4 g, 200 mmol), potassium carbonate (69.1 g, 500 mmol) and acetone (500 mL). The suspension was stirred at RT for 30 minutes and then treated dropwise with chloromethyl ethyl ether (19 mL, 213 mmol). After 3 h at RT the mixture was filtered and the filtrate was partitioned between EtOAc and water. The organic phase was separated, washed with water, aqueous saturated NaHCO3 and brine. The organic phase was dried over MgSO4 and the solvent was removed under reduced pressure to afford 54.2 g 2,4-dibromo-1-(methoxymethoxy)benzene, which was used in the next step without further purification.

Aufarbeitung

  1. filtrationAfter 3 h at RT the mixture was filtered
  2. customthe filtrate was partitioned between EtOAc and water
  3. customThe organic phase was separated
  4. washwashed with water, aqueous saturated NaHCO3 and brine
  5. dry with materialThe organic phase was dried over MgSO4
  6. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-af6f9181686c4890b03998d24cf90967
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296759B2

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