반응 #1605796

반응 방정식

5-Acetyl-8-benzyloxy-1H-quinolin-2-one

Pyridinium tribromide

→

8-benzyloxy-5-(2-bromoacetyl)-1H-quinolin-2-one

수율 81.9%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도in portions, and the mixture was heated
2. 2
   온도under reflux for 3 hours
3. 3
   온도the mixture was heated
4. 4
   온도under reflux overnight
5. 5
   여과The precipitate was collected by filtration
6. 6
   세척washed with tetrahydrofuran
7. 7
   세척The solid was suspension-washed with tetrahydrofuran (2.3 L)
8. 8
   세척washed with purified water (3 L)
9. 9
   workup.ADDITIONSeparately, the tetrahydrofuran filtrate and the washings were mixed
10. 10
    농축concentrated under reduced pressure
11. 11
    세척the residue was suspension-washed with tetrahydrofuran (1 L)
12. 12
    기타dried under reduced pressure

실험 절차

5-Acetyl-8-benzyloxy-1H-quinolin-2-one (372 g, 1.27 mol) was dissolved in tetrahydrofuran (3.6 L) and the solution was cooled to 0° C. Pyridinium tribromide (453 g, 1.27 mol) was added thereto in portions, and the mixture was heated under reflux for 3 hours. Thereafter, tetrahydrofuran (3.1 L) was added and the mixture was heated under reflux overnight. The precipitate was collected by filtration and washed with tetrahydrofuran. The solid was suspension-washed with tetrahydrofuran (2.3 L) and, thereafter, washed with purified water (3 L). Separately, the tetrahydrofuran filtrate and the washings were mixed, concentrated under reduced pressure, and the residue was suspension-washed with tetrahydrofuran (1 L). The solids were combined and dried under reduced pressure to obtain 8-benzyloxy-5-(2-bromoacetyl)-1H-quinolin-2-one (387 g).

출처