Water → 2-Fluoro-5-nitrobenzaldehyde

HRID 1263342Notes

Reaction equation

HRID 1263342 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+].O>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

5

Reactant 3

HCID 962WaterHCID 729332-Chloro-5-nitrobenzaldehydeHCID 522689Potassium Fluoride

Product 1

HCID 27347702-Fluoro-5-nitrobenzaldehydeYield 96.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
160 °C

Procedure

55.7 g (0.3 mol) of 2-chloro-5-nitrobenzaldehyde and 34.8 g (0.6 mol) of potassium fluoride are suspended in 250 ml of dimethylformamide and the mixture is stirred for 0.5 hours at 160° C. The mixture is then introduced into 600 ml of water and the aldehyde which has separated out is extracted with methylene chloride. The extract is separated off, dried and evaporated down. 48.9 g of 2-fluoro-5-nitrobenzaldehyde with a content of 94.8% are obtained.

Workup

  1. customthe aldehyde which has separated out
  2. extractionis extracted with methylene chloride
  3. customThe extract is separated off
  4. customdried
  5. customevaporated down

Sources & evidence

ORD record
ord-a07d22fcc78242c18f1278466c89be61
Source dataset
uspto-grants-1984_06
Patent number
US04456772

Reaction notes

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