Reaktion #159790

Reaktionsgleichung

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

Ausbeute 88.4%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONthe reaction mixture was poured
2. 2
   Sonstigeinto crushed ice
3. 3
   ExtraktionThe resulting mixture was extracted with dichloromethane (500 mL×2)
4. 4
   Waschenwashed with water (200 mL), saturated aqueous sodium bicarbonate solution (200 mL×2), and brine (200 mL)
5. 5
   Trocknendried over sodium sulfate
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe solid product was triturated with hexanes
8. 8
   Sonstigethe triturated product was dried under vacuum

Vorschrift

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).

Quelle