Réaction #1605822

Équation de réaction

5-Acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Pyridinium tribromide

→

5-(2-bromoacetyl)-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Rendement 33.1%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was heated
2. 2
   Températureunder reflux overnight
3. 3
   FiltrationThe precipitate was collected by filtration
4. 4
   Lavagewashed with tetrahydrofuran
5. 5
   ConcentrationThe filtrate was concentrated under reduced pressure
6. 6
   Lavagethe residue was suspension-washed with purified water (20 mL)
7. 7
   FiltrationThe precipitate was collected by filtration
8. 8
   Lavagewashed with purified water
9. 9
   LavageThe solid was suspension-washed with ethyl acetate (20 mL)
10. 10
    Filtrationcollected by filtration
11. 11
    Autredried under reduced pressure

Mode opératoire

5-Acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one (1.25 g, 3.87 mmol) was dissolved in tetrahydrofuran (10 mL) and the solution was cooled to 0° C. Pyridinium tribromide (1.51 g, 4.25 mmol) was added in portions thereto and the reaction mixture was heated under reflux overnight. The precipitate was collected by filtration and washed with tetrahydrofuran. The filtrate was concentrated under reduced pressure and, thereafter, the residue was suspension-washed with purified water (20 mL). The precipitate was collected by filtration and washed with purified water. The solid was suspension-washed with ethyl acetate (20 mL), collected by filtration, and dried under reduced pressure to obtain 5-(2-bromoacetyl)-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one (515 mg).

Source