تفاعل #712392

معادلة التفاعل

2-bromo-4-fluoro-1-nitrobenzene

piperidine

potassium carbonate

→

1-(3-bromo-4-nitrophenyl)piperidine

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىInto a 1000-mL round-bottom flask, was placed
2. 2
   ترشيحThe solids were filtered out
3. 3
   تركيزThe resulting mixture was concentrated under vacuum
4. 4
   workup.ADDITIONThe resulting solution was diluted with 300 mL of dichloromethane
5. 5
   غسيلThe resulting mixture was washed with 2×100 mL of water and 2×100 mL of brine
6. 6
   تجفيفThe mixture was dried over anhydrous sodium sulfate
7. 7
   تركيزconcentrated under vacuum
8. 8
   غسيلeluted with ethyl acetate/petroleum ether (1:50)
9. 9
   أخرىThis resulted in 19 g (49%) of 1-(3-bromo-4-nitrophenyl)piperidine as a yellow solid

الإجراء التجريبي

Into a 1000-mL round-bottom flask, was placed a solution of 2-bromo-4-fluoro-1-nitrobenzene (30 g, 137.61 mmol, 1.00 equiv) in N,N-dimethylformamide (450 mL), piperidine (13.974 g, 162.68 mmol, 1.20 equiv), and potassium carbonate (56.718 g, 411.00 mmol, 2.99 equiv). The resulting solution was stirred overnight at 75° C. in an oil bath. The solids were filtered out. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 300 mL of dichloromethane. The resulting mixture was washed with 2×100 mL of water and 2×100 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:50). This resulted in 19 g (49%) of 1-(3-bromo-4-nitrophenyl)piperidine as a yellow solid.

المصدر