반응 #1766547

반응 방정식

2-(2-cyanoethyl)-5-methyl-1,2,4,5-tetrahydro-3H-2-benzazepin-3-one

acetic anhydride

sodium acetate

→

2-(3-acetamidopropyl)-5-methyl-1,2,4,5-tetrahydro-3H-2-benzazepin-3-one

수율 74.0%

반응 조건

후처리

1. 1
   세척of W-5 -Raney nickel, washed twice with 20 ml
2. 2
   workup.ADDITIONof acetic anhydride, are added
3. 3
   기타is brought to a temperature of 50° C.
4. 4
   여과The reaction mixture is filtered
5. 5
   세척the catalyst is washed with a little acetic anhydride
6. 6
   기타the solvent is evaporated in vacuo
7. 7
   workup.ADDITIONthe pH of the mixture is adjusted to 8 by the addition of aqueous sodium hydroxide solution
8. 8
   추출It is extracted with chloroform
9. 9
   세척the organic phase is washed with water
10. 10
    건조dried over anhydrous sodium sulfate
11. 11
    기타The syrup obtained
12. 12
    여과after filtration and evaporation of the solvent in vacuo
13. 13
    기타is purified by chromatography on a silica column

실험 절차

A solution of 8 g. (0.034 moles) of 2-(2-cyanoethyl)-5-methyl-1,2,4,5-tetrahydro-3H-2-benzazepin-3-one in 220 ml. of acetic anhydride is introduced into a 2-liter autoclave, 12 g. of anhydrous sodium acetate and approximately 5 g. of W-5 -Raney nickel, washed twice with 20 ml. of acetic anhydride, are added thereto. The reaction mixture is brought to a temperature of 50° C. and then stirred for 4 hours under a hydrogen pressure (initial pressure of 3.5 bars). The reaction mixture is filtered, the catalyst is washed with a little acetic anhydride and the solvent is evaporated in vacuo. The residual oil is suspended in water and the pH of the mixture is adjusted to 8 by the addition of aqueous sodium hydroxide solution. It is extracted with chloroform and the organic phase is washed with water and dried over anhydrous sodium sulfate. The syrup obtained after filtration and evaporation of the solvent in vacuo is purified by chromatography on a silica column. 7 g. (74% of theory) of syrupy 2-(3-acetamidopropyl)-5-methyl-1,2,4,5-tetrahydro-3H-2-benzazepin-3-one are obtained.

출처