3-(Trifluoromethyl)phenol → 2-(3-Thienylmethyloxy)-4-trifluoromethyl-6-(meta-trifluoromethylphenoxy)pyridine

HRID 55132Notes

Reaction equation

HRID 55132 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].Cl[C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([O:25][CH2:26][C:27]2[CH:31]=[CH:30][S:29][CH:28]=2)[N:16]=1>CN(C)C=O>[S:29]1[CH:30]=[CH:31][C:27]([CH2:26][O:25][C:17]2[CH:18]=[C:19]([C:21]([F:24])([F:22])[F:23])[CH:20]=[C:15]([O:9][C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=3)[N:16]=2)=[CH:28]1

Participants

5

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 199574142-Chloro-6-(3-thienylmethyloxy)-4-trifluoromethylpyridine

Product 1

HCID 199573922-(3-Thienylmethyloxy)-4-trifluoromethyl-6-(meta-trifluoromethylphenoxy)pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture prepared by adding to meta-trifluoromethylphenol (1.1 g, 0.0034×2.0 mol) successively dimethylformamide and sodium hydride (0.20 g, (ca.60% in mineral oil), 0.0034×1.5 mol), 2-chloro-6-(3-thienylmethyloxy)-4-trifluoromethylpyridine (1.0 g, 0.0034 mol) was added, and the resultant solution was refluxed for about 2 hours.

Workup

  1. customTo a mixture prepared
  2. additionwas added

Sources & evidence

ORD record
ord-2ca156775e2449f1a39bc3b3ce8bd2ea
Source dataset
uspto-grants-1997_04
Patent number
US05624942

Reaction notes

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