反応 #49788

ord-e3ab984d5c024708ae7185b42301c498

反応方程式

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
収率 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
収率 25.2%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度is refluxed for 18 hours
  2. 2
    抽出extracted with ethyl acetate
  3. 3
    抽出The organic extract
  4. 4
    洗浄is washed with brine
  5. 5
    乾燥dried over anhydrous sodium sulfate
  6. 6
    濃縮concentrated in vacuo
  7. 7
    その他to obtain an amber oil

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05424280uspto-grants-1995_06