반응 #1368

반응 방정식

potassium cyanide

ammonium hydroxide

2-methyl-3,4,6-trifluoroaniline

sulfuric acid

sodium nitrite

→

2-methyl-3,4,6-trifluorobenzonitrile

수율 38.2%

용매

water

water

반응 조건

후처리

1. 1
   온도the mixture is cooled
2. 2
   추출The mixture is extracted with dichloromethane
3. 3
   건조the extract is dried over sodium sulfate
4. 4
   농축concentrated
5. 5
   기타the residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4)

실험 절차

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).

출처