반응 #72488

반응 방정식

sodium borohydride

dimethylamine

tetrahydrofuran

Ethyl benzoylacetate

4-methoxyphenylpiperazine

→

title compound

Dimethyl-carbamic acid 3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-3-oxo-1-phenyl-propyl ester

용매

water

toluene

methanol

반응 조건

후처리

1. 1
   온도refluxed for 24 hours
2. 2
   농축The resulting mixture was concentrated under a reduced pressure
3. 3
   기타to obtain a crude compound
4. 4
   농축concentrated under a reduced pressure
5. 5
   workup.ADDITIONdiluted with water
6. 6
   추출extracted several times with ethyl acetate
7. 7
   기타to obtain an organic phase
8. 8
   건조The prepared organic phase was dried over magnesium sulfate
9. 9
   여과filtered
10. 10
    농축concentrated under a reduced pressure
11. 11
    기타The resulting pellet was purified with column chromatography (hexane:ethyl acetate=1:1)
12. 12
    기타to obtain a compound
13. 13
    workup.STIRRINGThen, the resulting mixture was stirred at a room temperature for 1 hour
14. 14
    기타The resulting reaction mixture
15. 15
    workup.STIRRINGwas stirred at a room temperature for 1 hour
16. 16
    추출extracted several times with ethyl acetate
17. 17
    기타to obtain an organic phase
18. 18
    건조The prepared organic phase was dried over magnesium sulfate
19. 19
    여과filtered
20. 20
    농축concentrated under a reduced pressure
21. 21
    기타The resulting pellet was purified with column chromatography (ethyl acetate)

실험 절차

Ethyl benzoylacetate (2 mmol) and 4-methoxyphenylpiperazine (2 mmol) were dissolved in toluene, and refluxed for 24 hours. The resulting mixture was concentrated under a reduced pressure to obtain a crude compound, and the crude compound was dissolved in methanol, and cooled to 0° C. Then, sodium borohydride (2 mmol) was added dropwise to the resulting mixture. The mixture was stirred at a room temperature for 2 hours, concentrated under a reduced pressure, diluted with water, and then extracted several times with ethyl acetate to obtain an organic phase. The prepared organic phase was dried over magnesium sulfate, filtered, and then concentrated under a reduced pressure. The resulting pellet was purified with column chromatography (hexane:ethyl acetate=1:1) to obtain a compound. The prepared compound was dissolved in tetrahydrofuran (8 mL), and 1,1′-carbodiimidazole (4 mmol) was added to the resulting mixture. Then, the resulting mixture was stirred at a room temperature for 1 hour, and excessive dimethylamine was added to the reaction mixture. The resulting reaction mixture was stirred at a room temperature for 1 hour. The reaction mixture was diluted with water, and extracted several times with ethyl acetate to obtain an organic phase. The prepared organic phase was dried over magnesium sulfate, filtered, and then concentrated under a reduced pressure. The resulting pellet was purified with column chromatography (ethyl acetate) to obtain a title compound.

출처