2,6-Dichloropyridine → HCID 86748324, compound

HRID 1492364Notes

Reaction equation

HRID 1492364 reaction equation
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1.[H-].[Na+].Cl[C:16]1[CH:21]=[CH:20][CH:19]=[C:18](Cl)[N:17]=1>CN(C)C=O>[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:10][C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:1])([F:11])[F:12])[CH:5]=2)[N:17]=1.[O:3]([C:2]1[CH:19]=[CH:20][CH:21]=[CH:16][N:17]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 169892,6-DichloropyridineHCID 24758Sodium hydrideHCID 27332613-(Trifluoromethoxy)phenol

Product 1

HCID 86748324HCID 86748324, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Trifluoromethoxyphenol (19 g; 0.106 mol) was added to oil-free sodium hydride (2.7 g) in dry dimethylformamide (120 ml). 2,6-Dichloropyridine (8 g; 0.054 mol) was then added and the reaction mixture refluxed for 4 hours. The symmetrical phenoxy pyridine 2,6-di-[3-trifluoromethoxyphenoxy]-pyridine was isolated, following conventional work up, chromatography and distillation procedures, as a colorless oil (17 g; yield 73%). Boiling point: 145° C. at 3 mm Hg.

Workup

  1. temperaturethe reaction mixture refluxed for 4 hours

Sources & evidence

ORD record
ord-f4dda7a0cf7946a2a12188fd44d77a43
Source dataset
uspto-grants-1994_12
Patent number
US05374604

Reaction notes

Loading…