4-Fluorophenol → HCID 18950233, compound

HRID 1492369Notes

Reaction equation

HRID 1492369 reaction equation
FC1C=CC(O)=CC=1.[H-].[Na+].FC(F)(F)C1C=C(C=CC=1)OC1C=CC=C(Cl)N=1.[F:29][C:30]([F:53])([F:52])[C:31]1[CH:32]=[C:33]([CH:49]=[CH:50][CH:51]=1)[O:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([O:41][C:42]2[CH:47]=[CH:46][C:45]([F:48])=[CH:44][CH:43]=2)[N:36]=1.O(C1C=CC=CN=1)C1C=CC=CC=1>CN(C)C=O.C(Cl)(Cl)Cl.O>[F:53][C:30]([F:29])([F:52])[C:31]1[CH:32]=[C:33]([CH:49]=[CH:50][CH:51]=1)[O:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([O:41][C:42]2[CH:47]=[CH:46][C:45]([F:48])=[CH:44][CH:43]=2)[N:36]=1

Participants

7

Reactant 4

HCID 97324-FluorophenolHCID 24758Sodium hydrideHCID 110111722-Chloro-6-[3-(trifluoromethyl)phenoxy]pyridineHCID 18950234HCID 18950234, compound

Product 1

HCID 18950233HCID 18950233, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 22418719Chloroform waterSolvent

Procedure

The procedure of a) above was followed using 4-fluorophenol (8 g; 0.07 mol) in dry dimethylformamide (20 ml), sodium hydride (2 g) also in dry dimethylformamide (60 ml), 2-(3-trifluoromethylphenoxy)-6-chloropyridine from a) above (19.5 g; 0.07 mol) with a 2 hour reflux. The asymmetrical phenoxypyridine 2-(3-trifluoromethylphenoxy)-6-(4-fluorophenoxy)pyridine (18.9 g; 76%) was derived as a colorless oil from the organic layer of chloroform/water (500 ml; 50/50) following solvent extraction.

Workup

  1. customwith a 2 hour
  2. temperaturereflux
  3. extractionsolvent extraction

Sources & evidence

ORD record
ord-e7cae57763584781b7c8c5d5f71bec94
Source dataset
uspto-grants-1994_12
Patent number
US05374604

Reaction notes

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