تفاعل #159747

معادلة التفاعل

1-(2,3-dihydro-benzo[1,4]oxazin-4-yl)-2,2,2-trifluoro-ethanone

5-bromo-2-chlorobenzoyl chloride

AlCl3

→

1-[6-(5-bromo-2-chloro-benzoyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone

المردود 79.3%

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىwas brought to room temperature
2. 2
   أخرىThe reaction was quenched
3. 3
   workup.ADDITIONby pouring
4. 4
   أخرىover crushed ice
5. 5
   استخلاصextracted with dichloromethane (2×50 mL)
6. 6
   غسيلThe organic layer was washed with aq. NaHCO3 (30 mL), H2O (20 mL)
7. 7
   أخرىthe solvent evaporated
8. 8
   أخرىto get the crude product which
9. 9
   أخرىwas purified by silica gel column chromatography

الإجراء التجريبي

To a stirred solution of 1-(2,3-dihydro-benzo[1,4]oxazin-4-yl)-2,2,2-trifluoro-ethanone (6.5 g, 28.1 mmol) in dichloromethane (45 mL) was added 5-bromo-2-chlorobenzoyl chloride (8.54 g, 33.7 mmol) in dichloromethane (35 mL) and AlCl3 (5.61 g, 42.2 mmol) at 0° C. After 2 h, the reaction mixture was brought to room temperature and stirred overnight. The reaction was quenched by pouring over crushed ice and extracted with dichloromethane (2×50 mL). The organic layer was washed with aq. NaHCO3 (30 mL), H2O (20 mL), and the solvent evaporated to get the crude product which was purified by silica gel column chromatography to give 1-[6-(5-bromo-2-chloro-benzoyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone (10.0 g).

المصدر