반응 #9557

반응 방정식

cyclohexylmethylamine

7-bromo-4-chloro-3-nitroquinoline

→

(7-bromo-3-nitroquinolin-4-yl)cyclohexylmethylamine

수율 62.8%

용매

dichloromethane

반응 조건

후처리

1. 1
   농축concentrated under reduced pressure
2. 2
   workup.ADDITIONWater (200 mL) was added to the residue
3. 3
   workup.STIRRINGthe mixture was stirred for three hours
4. 4
   workup.ADDITIONAcetonitrile was added
5. 5
   기타a precipitate formed
6. 6
   기타The solid was isolated by filtration
7. 7
   기타dried under a flow of air for two hours
8. 8
   기타recrystallized from acetonitrile

실험 절차

Under a nitrogen atmosphere, cyclohexylmethylamine (40.9 mL, 315 mmol) was added dropwise to a solution of 7-bromo-4-chloro-3-nitroquinoline (30.0 g, 105 mmol) in dichloromethane (524 mL). The reaction was stirred for 18 hours at ambient temperature and then concentrated under reduced pressure. Water (200 mL) was added to the residue, and the mixture was stirred for three hours. Acetonitrile was added; a precipitate formed. The solid was isolated by filtration, dried under a flow of air for two hours, and recrystallized from acetonitrile to provide 24.0 g of (7-bromo-3-nitroquinolin-4-yl)cyclohexylmethylamine as a yellow solid.

출처