Reaktion #705396

Reaktionsgleichung

2-Methyl-3-nitrophenol

N-chlorosuccinimide

trifluormethanesulfonic acid

→

crude material

4-chloro-2-methyl-3-nitrophenol

Lösungsmittel

acetonitrile

ethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   Waschenwashed with water, 10% sodium bisulfite solution, water, and finally saturated sodium chloride solution
3. 3
   SonstigeEvaporation of the solvent

Vorschrift

2-Methyl-3-nitrophenol (25.5 g), N-chlorosuccinimide (44.5 g), and trifluormethanesulfonic acid (50.0 g) were combined in dry acetonitrile (500 mL) and allowed to stir under an atmosphere of nitrogen at 75° C. for 1.5 hr. The reaction mixture was cooled to room temperature, diluted with ethyl ether (650 mL), washed with water, 10% sodium bisulfite solution, water, and finally saturated sodium chloride solution. Evaporation of the solvent afforded a crude material which was flash chromatographed on silica and eluted with acetone:hexane (1:9) to afford 16.8 g as a yellow solid.

Quelle