Water → 4-Amino-2-fluorobenzoic acid

HRID 401759

Reaktionsgleichung

Reaktionsgleichung von HRID 401759
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[C:4]([F:10])[CH:3]=1.[OH-:11].[K+].[OH2:13]>>[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]([OH:13])=[O:11])=[C:4]([F:10])[CH:3]=1

Komponenten

4

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 27834134-Amino-2-fluorobenzonitrile

Produkt 1

HCID 3026804-Amino-2-fluorobenzoic acidAusbeute 84 %

Versuchsvorschrift

A mixture of 4-amino-2-fluorobenzonitrile (25 g, 0.183 mmol) and potassium hydroxide (125 g, 2.23 mol) in water (350 ml) and industrial methylated spirit (50 ml) was heated at reflux for 48 hours. The solvent was evaporated in vacuo and the residue diluted with water and washed with DCM. The aqueous phase was acidified to pH 5.5 with concentrated HCl and the resultant precipitate collected by filtration to yield the title compound as a beige solid (23.94 g, 0.154 mol 84%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 48 hours
  3. customThe solvent was evaporated in vacuo
  4. additionthe residue diluted with water
  5. washwashed with DCM
  6. filtrationthe resultant precipitate collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-98ee07d618d34a62834a1590fdcd4bb1
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08741934B2

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