تفاعل #159790

معادلة التفاعل

AlCl3

2-bromo-5-iodo-benzoyl chloride

benzo(1,4)-dioxane

→

(2-bromo-5-iodo-phenyl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanone

المردود 88.4%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONthe reaction mixture was poured
2. 2
   أخرىinto crushed ice
3. 3
   استخلاصThe resulting mixture was extracted with dichloromethane (500 mL×2)
4. 4
   غسيلwashed with water (200 mL), saturated aqueous sodium bicarbonate solution (200 mL×2), and brine (200 mL)
5. 5
   تجفيفdried over sodium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىThe solid product was triturated with hexanes
8. 8
   أخرىthe triturated product was dried under vacuum

الإجراء التجريبي

To a stirred solution of 2-bromo-5-iodo-benzoyl chloride (26.4 g, 76.56 mmol) in dichloromethane (250 mL) was added benzo(1,4)-dioxane (10.41 g, 76.26 mmol) at 0° C. To this reaction mixture, AlCl3 (40.78 g, 305.47 mmol) was added in portions. After stirring overnight at room temperature, the reaction mixture was poured into crushed ice. The resulting mixture was extracted with dichloromethane (500 mL×2). The dichloromethane layers were combined and washed with water (200 mL), saturated aqueous sodium bicarbonate solution (200 mL×2), and brine (200 mL), then dried over sodium sulfate and concentrated. The solid product was triturated with hexanes, and the triturated product was dried under vacuum to furnish (2-bromo-5-iodo-phenyl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanone (30 g).

المصدر