Reaktion #9557

Reaktionsgleichung

cyclohexylmethylamine

7-bromo-4-chloro-3-nitroquinoline

→

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

Ausbeute 62.8%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated 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
   Sonstigea precipitate formed
6. 6
   SonstigeThe solid was isolated by filtration
7. 7
   Sonstigedried under a flow of air for two hours
8. 8
   Sonstigerecrystallized from acetonitrile

Vorschrift

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.

Quelle