반응 #1877

반응 방정식

trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid

triethylamine

diphenylphosphoryl azide

→

[trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl]methylamine hydrochloride

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타obtained
2. 2
   기타obtained in Reference Example 5
3. 3
   workup.ADDITIONto which was added dropwise
4. 4
   온도cooling
5. 5
   workup.STIRRINGThe reaction mixture was stirred for one hour at room temperature
6. 6
   추출The mixture was subjected to extraction with ether
7. 7
   세척The organic layer was washed with water
8. 8
   기타dried
9. 9
   농축which was then concentrated under reduced pressure
10. 10
    workup.DISSOLUTIONThe concentrate was dissolved in 100 ml of benzene
11. 11
    온도which was heated for 30 minutes
12. 12
    온도under reflux
13. 13
    농축The reaction mixture was concentrated under reduced pressure
14. 14
    workup.ADDITIONTo the concentrate was added 6 ml of conc. hydrochloric acid
15. 15
    온도the mixture was heated for one hour
16. 16
    온도under reflux
17. 17
    농축The reaction mixture was concentrated under reduced pressure
18. 18
    workup.ADDITIONby the addition of a 5% aqueous solution of potassium carbonate
19. 19
    추출followed by extraction with ethyl acetate
20. 20
    세척The organic layer was washed with water
21. 21
    기타dried
22. 22
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
23. 23
    workup.ADDITIONTo the residue was added an ethanol solution of 4N hydrochloric acid

실험 절차

In 5 ml of dimethylformamide was dissolved 1.0 g of trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid obtained obtained in Reference Example 5. To the solution was added 0.3 ml of triethylamine, to which was added dropwise, while stirring under ice-cooling, 0.6 g of diphenylphosphoryl azide. The reaction mixture was stirred for one hour at room temperature, which was then poured into ice-water. The mixture was subjected to extraction with ether. The organic layer was washed with water and dried, which was then concentrated under reduced pressure. The concentrate was dissolved in 100 ml of benzene, which was heated for 30 minutes under reflux. The reaction mixture was concentrated under reduced pressure. To the concentrate was added 6 ml of conc. hydrochloric acid, and the mixture was heated for one hour under reflux. The reaction mixture was concentrated under reduced pressure. The concentrate was made alkaline by the addition of a 5% aqueous solution of potassium carbonate, followed by extraction with ethyl acetate. The organic layer was washed with water and dried, then the solvent was distilled off under reduced pressure. To the residue was added an ethanol solution of 4N hydrochloric acid to lead it to hydrochloride to give 0.85 g of [trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl]methylamine hydrochloride as crystals, m.p. 245°-250° C.

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