Reacción #7577

Ecuación de reacción

sodium hydroxide

4-fluoro-2-methyl-5-nitrophenol

→

2-fluoro-5-hydroxy-4-methylaniline

Rendimiento 47.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 4 hours
3. 3
   Temperaturato cool
4. 4
   Extracciónextracted with ethyl acetate (100 ml)
5. 5
   ExtracciónThe ethyl acetate extract
6. 6
   Secadowas dried (MgSO4)
7. 7
   Otrothe solvent removed by evaporation

Procedimiento

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.

Fuente