反応 #1447099

反応方程式

hydrochloric acid

Tert-butyl nitrite

4-bromo-2-(4-ethyl-benzyl)-5-methoxy-phenylamine

CuCN

→

title compound

4-Bromo-2-(4-ethyl-benzyl)-5-methoxy-benzonitrile

溶媒

DMSO

DMSO

反応条件

後処理

1. 1
   温度After cooling to room temperature
2. 2
   抽出The resulting mixture is extracted with ethyl acetate
3. 3
   乾燥the combined extracts are dried (Na2SO4)
4. 4
   その他After removal of the solvent
5. 5
   その他the residue is purified by chromatography on silica gel (cyclohexane/dichloromethane 3:1->1:3)

実験手順

Tert-butyl nitrite (1.1 mL) is added to a 60° C.-warm solution of CuCN (0.36 g) in DMSO (3 mL). Then, a solution of 4-bromo-2-(4-ethyl-benzyl)-5-methoxy-phenylamine (1.0 g) in DMSO is added dropwise and the resulting solution is stirred for 1 h at 60° C. After cooling to room temperature, the solution is acidified by the addition of 5 N aqueous hydrochloric acid. The resulting mixture is extracted with ethyl acetate and the combined extracts are dried (Na2SO4). After removal of the solvent, the residue is purified by chromatography on silica gel (cyclohexane/dichloromethane 3:1->1:3) to give the title compound.

出典