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

HRID 7481

Reaktionsgleichung

Reaktionsgleichung von HRID 7481
[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 heated at reflux for 4 hours. The reaction mixture was allowed to cool, neutralised with 2M aqueous sodium hydroxide solution 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 heated
  2. temperatureat reflux for 4 hours
  3. temperatureto cool
  4. extractionextracted with ethyl acetate (100 ml)
  5. extractionThe ethyl acetate extract
  6. dry with materialwas dried (MgSO4)
  7. customthe solvent removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-994883380a214f47b45d3a084572d5ee
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087602B2

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