Реакция #1605822

Уравнение реакции

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

Выход 33.1%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураthe reaction mixture was heated
2. 2
   Температураunder reflux overnight
3. 3
   ФильтрацияThe precipitate was collected by filtration
4. 4
   Промывкаwashed with tetrahydrofuran
5. 5
   КонцентрированиеThe filtrate was concentrated under reduced pressure
6. 6
   Промывкаthe residue was suspension-washed with purified water (20 mL)
7. 7
   ФильтрацияThe precipitate was collected by filtration
8. 8
   Промывкаwashed with purified water
9. 9
   ПромывкаThe solid was suspension-washed with ethyl acetate (20 mL)
10. 10
    Фильтрацияcollected by filtration
11. 11
    Другоеdried under reduced pressure

Методика

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).

Источник