تفاعل #607494

معادلة التفاعل

aluminum trichloride

DCE

144b

4-bromo-2-fluorobenzoyl chloride

DCE

→

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

المردود 68.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىEthylene gas was bubbled through the dark suspension for 3 h until the acid chloride
2. 2
   أخرىwas consumed
3. 3
   درجة الحرارةcooled to 0° C.
4. 4
   أخرىquenched with 4M HCl (500 mL)
5. 5
   أخرىThe organic phase was separated
6. 6
   غسيلwashed with brine (100 mL)
7. 7
   تجفيفdried over anhydrous sodium sulfate
8. 8
   تركيزconcentrated under reduced pressure
9. 9
   أخرىThe crude residue was purified by column chromatography (PE/EA=30 to 10:1)

الإجراء التجريبي

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%).

المصدر