Reaktion #72488

Reaktionsgleichung

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

Lösungsmittel

water

toluene

methanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle