Reaktion #49788

ord-e3ab984d5c024708ae7185b42301c498

Reaktionsgleichung

O=[N+]([O-])c1ccc(Oc2cc(F)c(C(F)(F)F)c(Cl)c2)cc1[N+](=O)[O-]
2-chloro-α,α,α,6-tetrafluoro-p-tolyl 3,4-dinitrophenyl ether
COc1ccc(O)cc1
4methoxyphenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O
water
COc1ccc(Oc2cc(Oc3cc(F)c(C(F)(F)F)c(Cl)c3)ccc2[N+](=O)[O-])cc1
title product
Ausbeute 25.2%
COc1ccc(Oc2cc(Oc3cc(F)c(C(F)(F)F)c(Cl)c3)ccc2[N+](=O)[O-])cc1
4-[(2-Chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy]-2-(p-methoxyphenoxy)-1-nitrobenzene
Ausbeute 25.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturis refluxed for 18 hours
  2. 2
    Extraktionextracted with ethyl acetate
  3. 3
    ExtraktionThe organic extract
  4. 4
    Waschenis washed with brine
  5. 5
    Trocknendried over anhydrous sodium sulfate
  6. 6
    Einengenconcentrated in vacuo
  7. 7
    Sonstigeto obtain an amber oil

Vorschrift

A mixture of 2-chloro-α,α,α,6-tetrafluoro-p-tolyl 3,4-dinitrophenyl ether (10.0 g, 0.026 mol), 4methoxyphenol (6.45 g, 0.052 mol) and potassium carbonate (7.26 g, 0.052 mol) in acetonitrile is refluxed for 18 hours, cooled to room temperature, poured into water and extracted with ethyl acetate. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain an amber oil. Column chromatography of the oil using silica gel and a (1:4) ether/hexanes solution gives the title product as a yellow oil (3.0 g) which is identified by 1HNMR and 13CNMR spectral analyses.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05424280uspto-grants-1995_06