Reaktion #1841

ord-7ccd2207c11e4dc982df4da8ca022082

Reaktionsgleichung

Oc1ccccc1
phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1cc(F)ccc1[N+](=O)[O-]
5-fluoro-2-nitrotoluene
Cc1cc(Oc2ccccc2)ccc1[N+](=O)[O-]
2-Nitro-5-phenoxytoluene

Lösungsmittel

Reaktionsbedingungen

Temperatur
20°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe mixture was stirred at 70°-80° C. for 30 minutes
  2. 2
    Temperaturthe mixture was heated at 135°-140° C. for 2 hours
  3. 3
    Temperaturafter cooling
  4. 4
    Einengenconcentrated in vacuo
  5. 5
    workup.ADDITIONthe residue was introduced into ice
  6. 6
    Filtrationthe crystalline product was filtered off with suction
  7. 7
    Waschenwashed with water
  8. 8
    Sonstigedried

Vorschrift

14.1 g (150 mmol) of phenol were dissolved in 120 ml of anhydrous N,N-dimethylacetamide, while stirring, 20.6 g (150 mmol) of finely powdered potassium carbonate were added and the mixture was stirred at 70°-80° C. for 30 minutes. After cooling to 20° C., 23.25 g (18.3 ml, 150 mmol) of 5-fluoro-2-nitrotoluene were added dropwise, the mixture was heated at 135°-140° C. for 2 hours and, after cooling, concentrated in vacuo, the residue was introduced into ice and the crystalline product was filtered off with suction, washed with water and dried, 30 g, melting point 43°-46° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726305uspto-grants-1998_03