反応 #9557

反応方程式

cyclohexylmethylamine

7-bromo-4-chloro-3-nitroquinoline

→

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

収率 62.8%

溶媒

dichloromethane

反応条件

後処理

1. 1
   濃縮concentrated 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
   その他a precipitate formed
6. 6
   その他The solid was isolated by filtration
7. 7
   その他dried under a flow of air for two hours
8. 8
   その他recrystallized from acetonitrile

実験手順

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.

出典