4-Hydroxybenzaldehyde → 3-Fluoro-4-(4-formylphenoxy)benzonitrile

HRID 130729Notes

Reaction equation

HRID 130729 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1F)[C:14]#[N:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[C:14]#[N:15]

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 5872033,4-Difluorobenzonitrile

Product 1

HCID 534256703-Fluoro-4-(4-formylphenoxy)benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Basic displacement reaction of 4-hydroxy benzaldehyde and 3,4 difluorobenzonitrile using potassium carbonate in anhydrous DMF at reflux temperatures affords the above compound.

Workup

  1. temperatureat reflux temperatures
  2. customaffords the above compound

Sources & evidence

ORD record
ord-b5869e0300a94a47b54ddcbb98a3162f
Source dataset
uspto-grants-2008_06
Patent number
US07381719B2

Reaction notes

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