2,4-Dichlorophenol → HCID 68614485, compound

HRID 646193Notes

Reaction equation

HRID 646193 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[OH:20].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O.C(OCC)C>[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[O:20][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11]

Participants

6

Reactant 3

HCID 84492,4-DichlorophenolHCID 10796Cesium carbonateHCID 27373654-Fluoro-3-methoxybenzonitrile

Product 1

HCID 68614485HCID 68614485, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

30.8 g of 4-fluoro-3-methoxybenzonitrile, 39.1 g of 2,4-dichlorophenol and 78.2 g of caesium carbonate are dissolved in 180 ml of dimethylformamide and stirred at 120° for 22 h. After cooling, the solution is diluted with diethylether, washed with water, an 1N aqueous solution of sodium hydroxide, an 1N aqueous solution of hydrogen chloride and finally with brine. The organic phase is dried over magnesium sulfate and evaporated to yield 4-(2,4-dichlorophenoxy)-3-methoxybenzonitrile.

Workup

  1. temperatureAfter cooling
  2. washwashed with water
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-cbae2d50079a46478bfbd066daa5583d
Source dataset
uspto-grants-2010_04
Patent number
US07705047B2

Reaction notes

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