Reacción #65143

Ecuación de reacción

3-nitrophenol

potassium chlorate

dichloromethane

→

product

Rendimiento 64.3%

2-Chloro-3-nitrophenol

Rendimiento 64.3%

Disolventes

hydrochloric acid

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawhile heating
2. 2
   TemperaturaThe mixture is cooled in an ice bath to 28°-30° C
3. 3
   workup.ADDITIONat the end of the addition
4. 4
   workup.WAITthe mixture is left
5. 5
   OtroThe layers are separated
6. 6
   Lavadothe organic phase is washed with water
7. 7
   OtroThe organic phase is dried
8. 8
   Otroevaporated
9. 9
   OtroThe residue is purified by chromatography on a column of silica gel
10. 10
    Lavadoeluting with a dichloromethane/methanol (80/20) mixture
11. 11
    OtroRecrystallization

Procedimiento

73 g (0.52 mol) of 3-nitrophenol are dissolved in 2 liters-of 6N hydrochloric acid while heating. The mixture is cooled in an ice bath to 28°-30° C. 32 g (0.26 mol) of potassium chlorate in 500 ml of water are added over 1.5 hours and then, at the end of the addition, the mixture is left stirring for 30 minutes at 28°-30° C. The mixture is cooled to 15° C. and 1 liter of dichloromethane is added. The layers are separated and the organic phase is washed with water. The organic phase is dried and evaporated. The residue is purified by chromatography on a column of silica gel, eluting with a dichloromethane/methanol (80/20) mixture. Recrystallization is carried out from toluene. 29 g of product are obtained.

Fuente