Reaktion #1368

Reaktionsgleichung

potassium cyanide

ammonium hydroxide

2-methyl-3,4,6-trifluoroaniline

sulfuric acid

sodium nitrite

→

2-methyl-3,4,6-trifluorobenzonitrile

Ausbeute 38.2%

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is cooled
2. 2
   ExtraktionThe mixture is extracted with dichloromethane
3. 3
   Trocknenthe extract is dried over sodium sulfate
4. 4
   Einengenconcentrated
5. 5
   Sonstigethe residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4)

Vorschrift

To 2-methyl-3,4,6-trifluoroaniline (10.6 g) is added a mixture of conc. sulfuric acid (13.8 ml) and water (46 ml) and the mixture is cooled. Thereto an aqueous solution (20 ml) of sodium nitrite (5.5 g) is added dropwise at 0°-5° C. The solution is gradually added to a mixture of copper (II) sulfate 5 hydrate (41 g), potassium cyanide (43 g), ammonium hydroxide (60 ml) and water (260 ml) at 10°-30° C. The mixture is extracted with dichloromethane and the extract is dried over sodium sulfate, concentrated and the residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4) to give 2-methyl-3,4,6-trifluorobenzonitrile (4.3 g).

Quelle