反応 #1605796

反応方程式

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

Pyridinium tribromide

→

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

収率 81.9%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度in portions, and the mixture was heated
2. 2
   温度under reflux for 3 hours
3. 3
   温度the mixture was heated
4. 4
   温度under reflux overnight
5. 5
   ろ過The precipitate was collected by filtration
6. 6
   洗浄washed with tetrahydrofuran
7. 7
   洗浄The solid was suspension-washed with tetrahydrofuran (2.3 L)
8. 8
   洗浄washed with purified water (3 L)
9. 9
   workup.ADDITIONSeparately, the tetrahydrofuran filtrate and the washings were mixed
10. 10
    濃縮concentrated under reduced pressure
11. 11
    洗浄the residue was suspension-washed with tetrahydrofuran (1 L)
12. 12
    その他dried under reduced pressure

実験手順

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).

出典