反应详情

A mixture of 4-bromo-1-chloro-2-methylbenzene (5.0 g, 24.0 mmol), N-bromosuccinimide (4.4 g, 25.0 mmol), and benzoyl peroxide (700 mg, 2.9 mmol) in anhydrous carbon tetrachloride (85 mL) was stirred at reflux for 4 hours. Dichloromethane (50 mL) was added. The mixture was extracted with 1 N NaOH (1×150 mL) and brine (1×150 mL). The organic extract was recovered, dried over MgSO4, filtered, evaporated, and dried in vacuo. The crude product was purified by flash chromatography (0-5% EtOAc/hexanes), affording 4-bromo-2-(bromomethyl)-1-chlorobenzene (4.76 g, 70% yield). The product was used without further purification.

1. temperatureat reflux for 4 hours
2. extractionThe mixture was extracted with 1 N NaOH (1×150 mL) and brine (1×150 mL)
3. extractionThe organic extract
4. customwas recovered
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customevaporated
8. customdried in vacuo
9. customThe crude product was purified by flash chromatography (0-5% EtOAc/hexanes)