4-Chloro-3-nitrobenzaldehyde → 4-Fluoro-3-nitrobenzaldehyde

HRID 1263344Notes

Reaction equation

HRID 1263344 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[F-:13].[K+]>CN(C)C=O>[F:13][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 855054-Chloro-3-nitrobenzaldehyde2×HCID 522689Potassium Fluoride

Product 1

HCID 5981294-Fluoro-3-nitrobenzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

18.6 g (0.1 mol) of 4-chloro-3-nitrobenzaldehyde and 6.4 g (0.11 mol) of potassium fluoride in 50 ml of dimethylformamide are stirred at 160° C. After 3 hours, 4-chloro-3-nitrobenzaldehyde is no longer detectable in the reaction mixture, according to gas chromatography. Instead, 4-fluoro-3-nitrobenzaldehyde has formed quantitatively.

Sources & evidence

ORD record
ord-a4647259a38b44aa9884fa9c225d592e
Source dataset
uspto-grants-1984_06
Patent number
US04456772

Reaction notes

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