p-Fluoronitrobenzene → 2,4-Difluoro-1-(4-nitrophenoxy)benzene

HRID 1865095Notes

Reaction equation

HRID 1865095 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[F:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[OH:19]>>[F:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[O:19][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 9590p-FluoronitrobenzeneHCID 1230512,4-Difluorophenol

Product 1

HCID 30154092,4-Difluoro-1-(4-nitrophenoxy)benzene

Procedure

Prepare the title compound in the manner analogous to the procedure set fourth in example E-227 using 4-fluoro-nitrobenzene and 2,4-difluorophenol (heat 2 hours at 50° C.). Purify the material by silica gel chromatography (Prep.2000) eluting with methylene chloride/hexane 1:1 to provide the title compound as a slowly crystallizing oil. Mass spectrum (m/e): 251.1 (M*). (Bruker 300) 1H NMR (CDCl3) δ 8.17-8.22 (2H, d), 7.14-7.21 (1H, m), 6.90-703 (4H, m).

Workup

  1. customPurify the material by silica gel chromatography (Prep.2000)
  2. washeluting with methylene chloride/hexane 1:1

Sources & evidence

ORD record
ord-9dfb4dfa32ea46c2b443a62fd62312f0
Source dataset
uspto-grants-2009_12
Patent number
US07625932B2

Reaction notes

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