反応 #1118308

反応方程式

copper (I) cyanide

4-amino-3-cyano-benzotrifluoride

4-amino-3-bromo-5-cyano-trifluoromethylbenzene

→

2,6-dicyano-4-trifluoromethyl aniline

溶媒

ethyl acetate

—

petroleum ether

反応条件

後処理

1. 1
   その他in dry
2. 2
   workup.DISTILLATIONdistilled N-methyl pyrollidinone (50ml)
3. 3
   温度After cooling to ambient temperature
4. 4
   workup.ADDITIONthe reaction mixture was poured into water and ammonium hydroxide
5. 5
   ろ過filtered
6. 6
   抽出the filtrate extracted with diethyl ether
7. 7
   乾燥The organic layer was dried over anhydrous magnesium sulphate
8. 8
   その他the solvent evaporated under reduced pressure
9. 9
   その他to give a yellow oil

実験手順

A stirred suspension of copper (I) cyanide (3g) and 4-amino-3-bromo-5-cyano-trifluoromethylbenzene (from Preparation 4) (6g) in dry, distilled N-methyl pyrollidinone (50ml) was heated to 170° C. for 16 hours. After cooling to ambient temperature, the reaction mixture was poured into water and ammonium hydroxide, filtered, and the filtrate extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulphate and the solvent evaporated under reduced pressure, to give a yellow oil. Chromatography on silica gel using petroleum ether (boiling range 60-80° C.) containing ethyl acetate (16% by volume) gave 2,6-dicyano-4-trifluoromethyl aniline as a pale yellow solid.

出典