Reaktion #1605822

Reaktionsgleichung

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

Ausbeute 33.1%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated
2. 2
   Temperaturunder reflux overnight
3. 3
   FiltrationThe precipitate was collected by filtration
4. 4
   Waschenwashed with tetrahydrofuran
5. 5
   EinengenThe filtrate was concentrated under reduced pressure
6. 6
   Waschenthe residue was suspension-washed with purified water (20 mL)
7. 7
   FiltrationThe precipitate was collected by filtration
8. 8
   Waschenwashed with purified water
9. 9
   WaschenThe solid was suspension-washed with ethyl acetate (20 mL)
10. 10
    Filtrationcollected by filtration
11. 11
    Sonstigedried under reduced pressure

Vorschrift

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).

Quelle