反応 #1368

反応方程式

potassium cyanide

ammonium hydroxide

2-methyl-3,4,6-trifluoroaniline

sulfuric acid

sodium nitrite

→

2-methyl-3,4,6-trifluorobenzonitrile

収率 38.2%

溶媒

water

water

反応条件

後処理

1. 1
   温度the mixture is cooled
2. 2
   抽出The mixture is extracted with dichloromethane
3. 3
   乾燥the extract is dried over sodium sulfate
4. 4
   濃縮concentrated
5. 5
   その他the residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4)

実験手順

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).

出典