Reaktion #65143

Reaktionsgleichung

3-nitrophenol

potassium chlorate

dichloromethane

→

product

Ausbeute 64.3%

2-Chloro-3-nitrophenol

Ausbeute 64.3%

Lösungsmittel

hydrochloric acid

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile heating
2. 2
   TemperaturThe 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
   SonstigeThe layers are separated
6. 6
   Waschenthe organic phase is washed with water
7. 7
   SonstigeThe organic phase is dried
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe residue is purified by chromatography on a column of silica gel
10. 10
    Wascheneluting with a dichloromethane/methanol (80/20) mixture
11. 11
    SonstigeRecrystallization

Vorschrift

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.

Quelle