반응 #1447099

반응 방정식

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

용매

DMSO

DMSO

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   추출The resulting mixture is extracted with ethyl acetate
3. 3
   건조the combined extracts are dried (Na2SO4)
4. 4
   기타After removal of the solvent
5. 5
   기타the residue is purified by chromatography on silica gel (cyclohexane/dichloromethane 3:1->1:3)

실험 절차

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.

출처