3-(Trifluoromethyl)phenol → HCID 21471074, compound

HRID 2294776Notes

Reaction equation

HRID 2294776 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]([O:21][CH3:22])[CH:18]=[C:17](Cl)[N:16]=1>[Cu]I.CN(C)C=O>[CH3:22][O:21][C:19]1[CH:18]=[C:17]([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:15]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:10])[F:11])[CH:4]=2)[CH:20]=1

Participants

6

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 33199932,6-Dichloro-4-methoxypyridine

Product 1

HCID 21471074HCID 21471074, compound

Reagents, catalysts & solvents 2

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

Procedure

To meta-trifluoromethyl phenol (2.5 g, 0.0028×5.5 mol), 15 ml of dimethylformamide was added, followed by the addition of sodium hydride (0.45 g (ca.60% in mineral oil), 0.0028×4.0 mol) and CuI (0.25 g, 0.0028×0.47 mol). To thus formed mixture was added 2,6-dichloro-4-methoxy-pyridine (0.5 g, 0.0028 mol), and the resultant solution was refluxed for about 8 hours.

Sources & evidence

ORD record
ord-5094dde186164b37b1ae3b919209c5ba
Source dataset
uspto-grants-1997_11
Patent number
US05691277

Reaction notes

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