Sodium hydride → 2-Chloro-6-(3-thienylmethyloxy)-4-trifluoromethylpyridine

HRID 55131

Reaction equation

HRID 55131 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][OH:7])=[CH:2]1.[H-].[Na+].[Cl:10][C:11]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[C:13](Cl)[N:12]=1>O1CCCC1>[Cl:10][C:11]1[CH:16]=[C:15]([C:17]([F:18])([F:19])[F:20])[CH:14]=[C:13]([O:7][CH2:6][C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[N:12]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 123570Thiophene-3-methanolHCID 5209682,6-Dichloro-4-(trifluoromethyl)pyridine

Product 1

HCID 199574142-Chloro-6-(3-thienylmethyloxy)-4-trifluoromethylpyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture prepared by adding to 3-thiophenemethanol (1.27 g, 0.0093×1.2 mol) successively tetrahydrofuran and sodium hydride (0.39 g, (ca.60% in mineral oil), 0.0093×1.05 mol), 2,6-dichloro-4-trifluoromethylpyridine (2.0 g, 0.0093 mol) was added, and the resultant solution was refluxed for about 1 hour.

Workup

  1. customTo a mixture prepared
  2. additionwas added

Sources & evidence

ORD record
ord-6dc248110a614616b79bd00cf79a9a93
Source dataset
uspto-grants-1997_04
Patent number
US05624942

Linked notes

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