反応 #607494

反応方程式

aluminum trichloride

DCE

144b

4-bromo-2-fluorobenzoyl chloride

DCE

→

1-(4-bromo-2-fluorophenyl)-3-chloropropan-1-one

収率 68.0%

反応条件

後処理

1. 1
   その他Ethylene gas was bubbled through the dark suspension for 3 h until the acid chloride
2. 2
   その他was consumed
3. 3
   温度cooled to 0° C.
4. 4
   その他quenched with 4M HCl (500 mL)
5. 5
   その他The organic phase was separated
6. 6
   洗浄washed with brine (100 mL)
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   濃縮concentrated under reduced pressure
9. 9
   その他The crude residue was purified by column chromatography (PE/EA=30 to 10:1)

実験手順

To a stirred suspension of aluminum trichloride (153 g, 1.15 mol) in DCE (1000 mL) was added a solution of 144b (271 g, 1.14 mol) in DCE (1000 mL) at 0° C. See FIG. 3. Ethylene gas was bubbled through the dark suspension for 3 h until the acid chloride was consumed. The reaction mixture was then stirred at RT overnight, cooled to 0° C., and quenched with 4M HCl (500 mL). The organic phase was separated and washed with brine (100 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude residue was purified by column chromatography (PE/EA=30 to 10:1) to give 1-(4-bromo-2-fluorophenyl)-3-chloropropan-1-one 144c (210 g, 68%).

出典