Water → HCID 86620099, compound

HRID 910823Notes

Reaction equation

HRID 910823 reaction equation
[F:1][C:2]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[C:7](F)[CH:6]=1)([F:4])[F:3].C(=O)([O-])[O-].[K+].[K+].[C:20]([C:22]1[CH:23]=[C:24]([OH:28])[CH:25]=[CH:26][CH:27]=1)#[N:21].O>CN(C=O)C>[CH:9]([C:8]1[CH:11]=[CH:12][C:5]([C:2]([F:4])([F:3])[F:1])=[CH:6][C:7]=1[O:28][C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][CH:25]=1)[C:20]#[N:21])=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 133943-CyanophenolHCID 5229292-Fluoro-4-(trifluoromethyl)benzaldehyde

Product 1

HCID 86620099HCID 86620099, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 4-(1,1,1-trifluoromethyl)-2-fluoro-benzaldehyde (2.5 g), potassium carbonate (1.79 g) and 3-cyanophenol (1.54 g) in DMF (20 ml) was heated at 110° C. for 2 h then cooled. Water (200 ml) was added and the mixture extracted with ethyl acetate, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with isohexane/diethylether 2:1 to give a colourless oil, yield 2.0 g.

Workup

  1. temperaturethen cooled
  2. extractionthe mixture extracted with ethyl acetate
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue was purified by chromatography on silica eluting with isohexane/diethylether 2:1
  6. customto give a colourless oil, yield 2.0 g

Sources & evidence

ORD record
ord-dbe6dd58add148f3abf6b8dc4e991f8b
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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