Benzyl Bromide → 2-Benzyloxy-4,5-difluoronitrobenzene

HRID 660831Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660831
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([OH:9])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC(C)=O>[CH2:19]([O:9][C:5]1[CH:6]=[C:7]([F:8])[C:2]([F:1])=[CH:3][C:4]=1[N+:10]([O-:12])=[O:11])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 27741824,5-Difluoro-2-nitrophenol

Produkt 1

HCID 688400302-Benzyloxy-4,5-difluoronitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a vigorously stirred mixture of 4,5-difluoro-2-nitrophenol (1 g, 5.71 mmol) and anhydrous potassium carbonate (1.9 g, 14.28 mmol) in acetone (20 mL). is added benzyl bromide (750 μl, 6.28 mmol) and the dark heterogeneous mixture is heated to reflux for 10 h; or until all starting material had been consumed according to LC/MS analysis. The dark mixture is then filtered, dried over magnesium sulfate, and filtered again to afford, after solvent removal, a light brown crystalline solid that was used in the next step without further purification.

Aufarbeitung

  1. temperaturethe dark heterogeneous mixture is heated
  2. temperatureto reflux for 10 h
  3. customor until all starting material had been consumed
  4. filtrationThe dark mixture is then filtered
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered again
  7. customto afford
  8. customafter solvent removal
  9. customa light brown crystalline solid that was used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-e27f13424c964523a059667bbc9feb36
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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