تفاعل #1447099

معادلة التفاعل

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

المذيبات

DMSO

DMSO

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to room temperature
2. 2
   استخلاصThe resulting mixture is extracted with ethyl acetate
3. 3
   تجفيفthe combined extracts are dried (Na2SO4)
4. 4
   أخرىAfter removal of the solvent
5. 5
   أخرىthe residue is purified by chromatography on silica gel (cyclohexane/dichloromethane 3:1->1:3)

الإجراء التجريبي

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.

المصدر