Reacción #1605794
ord-5a798cbce38d471eb24362d5ff36d87d
Ecuación de reacción
8-Quinolinol
meta-chloroperbenzoic acid
→
8-hydroxyquinoline-N-oxide
Rendimiento 81.6%
Reactantes
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1OtroInsoluble matter was removed by filtration
- 2Lavadowas washed with dichloromethane
- 3workup.ADDITIONThe filtrate and the washing were mixed
- 4Concentraciónconcentrated under reduced pressure
- 5workup.ADDITIONTo the residue, 2% aqueous ammonia (2.1 L) was added
- 6workup.STIRRINGthe mixture was stirred at room temperature overnight
- 7FiltraciónThe precipitate was collected by filtration
- 8Lavadowashed with purified water
- 9Otrodried under reduced pressure
Procedimiento
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).