Réaction #1605795
ord-5716d326ab464fea9688467c459fe100
Équation de réaction
5-Acetyl-8-hydroxy-1H-quinolin-2-one
potassium carbonate
benzyl bromide
→
5-acetyl-8-benzyloxy-1H-quinolin-2-one
Rendement 87.4%
Réactifs
Aucun
Solvants
Conditions de réaction
Conditions détaillées
See reaction.notes.procedure_details.
Traitement
- 1AutreThe insoluble matter was removed by filtration
- 2Lavagewashed with N,N-dimethylformamide
- 3workup.ADDITIONThe filtrate and the washing were mixed
- 4Concentrationconcentrated under reduced pressure
- 5workup.ADDITIONTo the residue was added
- 6Autrepurified water (3.3 L)
- 7workup.STIRRINGthe mixture was stirred at room temperature overnight
- 8FiltrationThe precipitate was collected by filtration
- 9Lavagewashed with purified water
- 10Autredried under vacuum
Mode opératoire
5-Acetyl-8-hydroxy-1H-quinolin-2-one (430 g, 2.12 mol) was suspended in N,N-dimethylformamide (3.3 L), potassium carbonate (298 g, 2.16 mol) and subsequently benzyl bromide (298 g, 2.11 mol) were added thereto, and the mixture was stirred at room temperature for 2 hours. The insoluble matter was removed by filtration and washed with N,N-dimethylformamide. The filtrate and the washing were mixed and concentrated under reduced pressure. To the residue was added purified water (3.3 L) and the mixture was stirred at room temperature overnight. The precipitate was collected by filtration, washed with purified water, and dried under vacuum to obtain 5-acetyl-8-benzyloxy-1H-quinolin-2-one (541 g).