Réaction #1605794

Équation de réaction

8-Quinolinol

meta-chloroperbenzoic acid

→

8-hydroxyquinoline-N-oxide

Rendement 81.6%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   AutreInsoluble matter was removed by filtration
2. 2
   Lavagewas washed with dichloromethane
3. 3
   workup.ADDITIONThe filtrate and the washing were mixed
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   workup.ADDITIONTo the residue, 2% aqueous ammonia (2.1 L) was added
6. 6
   workup.STIRRINGthe mixture was stirred at room temperature overnight
7. 7
   FiltrationThe precipitate was collected by filtration
8. 8
   Lavagewashed with purified water
9. 9
   Autredried under reduced pressure

Mode opératoire

8-Quinolinol (351 g, 2.42 mol) was dissolved in dichloromethane (3.5 L) and, under ice-water cooling, meta-chloroperbenzoic acid (675.3 g, 2.74 mol) was added thereto in portions, and the mixture was stirred at room temperature for 2 hours. Insoluble matter was removed by filtration and was washed with dichloromethane. The filtrate and the washing were mixed and concentrated under reduced pressure. To the residue, 2% aqueous ammonia (2.1 L) was added and the mixture was stirred at room temperature overnight. The precipitate was collected by filtration, washed with purified water, and dried under reduced pressure to obtain 8-hydroxyquinoline-N-oxide (318.4 g).

Source