Potassium Cyanide → 2-Fluoro-5-hydroxybenzonitrile

HRID 845854Notes

Reaction equation

HRID 845854 reaction equation
F[C:2]1([F:9])[CH:7]=[CH:6][C:5](=[O:8])[CH:4]=[CH:3]1.[C-:10]#[N:11].[K+]>CN(C)C=O>[C:10]([C:7]1[CH:6]=[C:5]([OH:8])[CH:4]=[CH:3][C:2]=1[F:9])#[N:11]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 142744514,4-Difluorocyclohexa-2,5-dien-1-one

Product 1

HCID 226124102-Fluoro-5-hydroxybenzonitrileYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

When 2 mmol of 4,4-difluorocyclohexadienone and 4 mmol of potassium cyanide in 0.5 ml of dimethylformamide were mixed for 10 minutes at room temperature, 3-cyano-4-fluorophenol was formed in 90% yield. The spectral data of this new compound are as follows: Mass spectrum: m/e 137 (M+); 109 (M-CO, H); 82; 57.

Sources & evidence

ORD record
ord-d5ccff0370f04f7ab58656308b2d55c6
Source dataset
uspto-grants-1988_07
Patent number
US04760160

Reaction notes

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