Water → 5-Fluoro-2-nitrobenzaldehyde

HRID 1263343Notes

Reaction equation

HRID 1263343 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[CH:7]=[O:8].[F-:13].[K+].O>CC(N(C)C)=O>[F:13][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 811235-Chloro-2-nitrobenzaldehydeHCID 522689Potassium Fluoride

Product 1

HCID 5870905-Fluoro-2-nitrobenzaldehydeYield 71%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

37 g (0.2 mol) of 5-chloro-2-nitrobenzaldehyde and 23.2 g (0.4 mol) of potassium fluoride in 300 ml of dimethylacetamide are stirred for 3 hours at 150° C. The solvent is then stripped off in vacuo and the residue is stirred with 200 ml of water. The aldehyde is extracted with methylene chloride, and the organic phase is separated off, dried and evaporated down. 24 g of 5-fluoro-2-nitrobenzaldehyde with a content of 86% are obtained.

Workup

  1. extractionThe aldehyde is extracted with methylene chloride
  2. customthe organic phase is separated off
  3. customdried
  4. customevaporated down

Sources & evidence

ORD record
ord-0349200320b246379de6f3b9228d43fa
Source dataset
uspto-grants-1984_06
Patent number
US04456772

Reaction notes

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