تفاعل #2851

معادلة التفاعل

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

N-bromosuccinimide

benzoyl peroxide

→

title compound

المردود 56.9%

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

المردود 56.9%

المذيبات

CCl4

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe solution is heated
2. 2
   درجة الحرارةto reflux for 16 h
3. 3
   درجة الحرارةThe solution is cooled to ambient temperatures
4. 4
   غسيلThe solution is washed with 1N NaOH and saturated NaCl
5. 5
   تجفيفThe organic layer is dried over MgSO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated
8. 8
   أخرىThe crude material is purified by column chromatography
9. 9
   غسيلeluting with a gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes

الإجراء التجريبي

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.

المصدر