反应详情

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.

1. temperatureThe solution is heated
2. temperatureto reflux for 16 h
3. temperatureThe solution is cooled to ambient temperatures
4. washThe solution is washed with 1N NaOH and saturated NaCl
5. dry with materialThe organic layer is dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude material is purified by column chromatography
9. washeluting with a gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes