Reaktion #10018

ord-9a8619cf766f4e9b8699861270e51844

Reaktionsgleichung

O=[N+]([O-])c1ccc(Cl)cc1
4-nitrochlorobenzene
[F-].[K+]
potassium fluoride
O=[N+]([O-])c1ccc(F)cc1
4-nitrofluorobenzene
Ausbeute 96.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
170°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeequipped with thermometer, anchor stirrer
  2. 2
    Temperaturreflux condenser
  3. 3
    Sonstigewith bubble counter
  4. 4
    TemperaturThe mixture was heated
  5. 5
    TemperaturThe reaction mixture was then cooled to room temperature
  6. 6
    workup.ADDITIONwater was added at a volumetric ratio of 1:1
  7. 7
    Sonstigethe phases that formed
  8. 8
    Sonstigewere separated
  9. 9
    workup.DISTILLATIONfrom the organic phase, by fractional distillation at reduced pressure

Vorschrift

157 g of 4-nitrochlorobenzene, 200 g of dimethylsulfoxide, 62.7 g of potassium fluoride, and 2.49 g of (N,N-dimethylimidazolidino)tetramethyl-guanidinium chloride were placed in a 1 liter four-neck flask equipped with thermometer, anchor stirrer, and reflux condenser with bubble counter. The mixture was heated with stirring to 170° C. and kept at this temperature for 5 hours. The reaction mixture was then cooled to room temperature, water was added at a volumetric ratio of 1:1, the phases that formed were separated, and, from the organic phase, by fractional distillation at reduced pressure, 4-nitrofluorobenzene was obtained in a yield of 96% of theory.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091362B2uspto-grants-2006_08