Reacción #1605822

Ecuación de reacción

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

Rendimiento 33.1%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction mixture was heated
2. 2
   Temperaturaunder reflux overnight
3. 3
   FiltraciónThe precipitate was collected by filtration
4. 4
   Lavadowashed with tetrahydrofuran
5. 5
   ConcentraciónThe filtrate was concentrated under reduced pressure
6. 6
   Lavadothe residue was suspension-washed with purified water (20 mL)
7. 7
   FiltraciónThe precipitate was collected by filtration
8. 8
   Lavadowashed with purified water
9. 9
   LavadoThe solid was suspension-washed with ethyl acetate (20 mL)
10. 10
    Filtracióncollected by filtration
11. 11
    Otrodried under reduced pressure

Procedimiento

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).

Fuente