2-Chloro-5-nitrobenzaldehyde → 2-Fluoro-5-nitrobenzaldehyde

HRID 1263346Notes

Reaction equation

HRID 1263346 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[O:5].[F-:13].[K+]>CN(C)C=O>[F:13][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 2

HCID 729332-Chloro-5-nitrobenzaldehydeHCID 522689Potassium Fluoride

Product 1

HCID 27347702-Fluoro-5-nitrobenzaldehydeYield 98.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

18.6 g (0.1 mol) of 2-chloro-5-nitrobenzaldehyde and 11.6 g (0.2 mol) of dry potassium fluoride in 50 ml of dimethylformamide are stirred for 12 hours at 100° C. The solvent is then distilled off in vacuo and the residue is stirred in 100 ml of water. The crude 2-fluoro-5-nitrobenzaldehyde is filtered off under suction, washed with water and dried. 16.7 g of 2-fluoro-5-nitrobenzaldehyde with a content of 96% are obtained.

Workup

  1. distillationThe solvent is then distilled off in vacuo
  2. filtrationThe crude 2-fluoro-5-nitrobenzaldehyde is filtered off under suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-dd844db71cd74cbfabdeaef39fd7bdf4
Source dataset
uspto-grants-1984_06
Patent number
US04456772

Reaction notes

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