3-(Trifluoromethyl)phenol → HCID 19957397, compound

HRID 55126Notes

Reaction equation

HRID 55126 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]([CH3:21])[CH:18]=[C:17]([O:22][CH2:23][C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)[N:16]=1>CN(C)C=O.[Cu]I>[CH3:21][C:19]1[CH:20]=[C:15]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=2)[N:16]=[C:17]([O:22][CH2:23][C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)[CH:18]=1

Participants

6

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 199574012-Chloro-4-methyl-6-(3-thienylmethyloxy)pyridine

Product 1

HCID 19957397HCID 19957397, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 6228DimethylformamideSolvent

Procedure

To a solution containing meta-trifluoromethylphenol (1.70 g, 0.0021×5.0 mol) and sodium hydride (0.42 g, (ca.60% in mineral oil), 0.0021×5.0 mol) in dimethylformamide, 2-chloro-4-methyl-6-(3-thienylmethyloxy)pyridine (0.5 g, 0.0021 mol) and CuI (0.20 g, 0.0021×0.5 mol) were successively added and the resultant solution was refluxed for about 5 hours.

Workup

  1. additionwere successively added

Sources & evidence

ORD record
ord-3e526138d8f24c9981faf28e0a4de427
Source dataset
uspto-grants-1997_04
Patent number
US05624942

Reaction notes

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