반응 #2851

반응 방정식

4-(benzhydrylidene-amino)-3-methyl-benzonitrile

N-bromosuccinimide

benzoyl peroxide

→

title compound

수율 56.9%

4-(Benzhydrylidene-amino)-3-bromomethyl-benzonitrile

수율 56.9%

용매

CCl4

CH2Cl2

반응 조건

후처리

1. 1
   온도The solution is heated
2. 2
   온도to reflux for 16 h
3. 3
   온도The solution is cooled to ambient temperatures
4. 4
   세척The solution is washed with 1N NaOH and saturated NaCl
5. 5
   건조The organic layer is dried over MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타The crude material is purified by column chromatography
9. 9
   세척eluting with a gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes

실험 절차

To a solution of 4-(benzhydrylidene-amino)-3-methyl-benzonitrile (1.36 g, 4.27 mmol) in 40 mL of CCl4 is added N-bromosuccinimide (0.84 g, 4.7 mmol) and benzoyl peroxide (0.22 g, 0.64 mmol). The solution is heated to reflux for 16 h. The solution is cooled to ambient temperatures. The solution is diluted with CH2Cl2. The solution is washed with 1N NaOH and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude material is purified by column chromatography eluting with a gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes. The title compound (0.91 g, 2.43 mmol) is obtained as an oil.

출처