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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1668534Erstellt: 25. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-(4-Methylpiperazin-1-yl)pent-4-yn-1-one

https://huagongshe.com/reaction/1668534

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt4-Pentynoic acidHCID 22464—
Edukt1-MethylpiperazineHCID 53167—
Edukt1-HydroxybenzotriazoleHCID 75771—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(4-Methylpiperazin-1-yl)pent-4-yn-1-oneHCID 5771381228,3%

Reaktionsschritte

4-Pentynoic acid (1.03 g) and N-methylpiperazine (1.0 g) was dissolved in 30 mL of DMF, 1.6 g of HOBt was added to the solution at ice temperature under stirring. After the mixture was stirred at same temperature for 15 minutes, additionally 2.3 g of WSC was added, and the solution was stirred at room temperature overnight. The DMF was removed under reduced pressure from the reaction mixture, then water was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and then the solvent was removed. The residue was purified by chromatography on silica gel (methylene chloride-methanol-triethylamine 600:20:1) to give 510 mg of 1-(4-methylpiperazin-1-yl)pent-4-yn-1-one as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07989446B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-cae4496cb9f54224b75ffd5f405c8ceb
Quellennotizuspto-grants-2011_08