反応 #2851

反応方程式

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

N-bromosuccinimide

benzoyl peroxide

→

title compound

収率 56.9%

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

収率 56.9%

溶媒

CCl4

CH2Cl2

反応条件

後処理

1. 1
   温度The solution is heated
2. 2
   温度to reflux for 16 h
3. 3
   温度The solution is cooled to ambient temperatures
4. 4
   洗浄The solution is washed with 1N NaOH and saturated NaCl
5. 5
   乾燥The organic layer is dried over MgSO4
6. 6
   ろ過filtered
7. 7
   濃縮concentrated
8. 8
   その他The crude material is purified by column chromatography
9. 9
   洗浄eluting with a gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes

実験手順

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.

出典