Sodium Hydroxide → 5-Amino-4-fluoro-2-methylphenol

HRID 279522

Reaktionsgleichung

Reaktionsgleichung von HRID 279522
[F:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([OH:11])=[C:4]([CH3:12])[CH:3]=1.[OH-].[Na+]>O.[Fe].S([O-])([O-])(=O)=O.[Fe+2]>[F:1][C:2]1[CH:3]=[C:4]([CH3:12])[C:5]([OH:11])=[CH:6][C:7]=1[NH2:8]

Komponenten

6

Edukt 2

HCID 14798Sodium HydroxideHCID 108210594-Fluoro-2-methyl-5-nitrophenol

Produkt 1

HCID 101540985-Amino-4-fluoro-2-methylphenolAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 24393Ferrous SulfateKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4-fluoro-2-methyl-5-nitrophenol (2.1 g, 13 mmol), iron powder (1 g, 18 mmol) and iron(II)sulphate (1.5 g, 10 mmol) in water (40 ml) was refluxed for 4 hours. The reaction mixture was allowed to cool, neutralised with 2M aqueous sodium hydroxide and extracted with ethyl acetate (100 ml). The ethyl acetate extract was dried (MgSO4) and the solvent removed by evaporation to give 2-fluoro-5-hydroxy-4-methylaniline (0.8 g, 47%) as a solid.

Aufarbeitung

  1. temperaturewas refluxed for 4 hours
  2. temperatureto cool
  3. extractionextracted with ethyl acetate (100 ml)
  4. extractionThe ethyl acetate extract
  5. dry with materialwas dried (MgSO4)
  6. customthe solvent removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-a3442004905d4deb843926e2b8dcbb1a
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362336B1

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