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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5246Erstellt: 23. Oktober 2026

Hydrochloric Acid → HCID 178418583, Verbindung

https://huagongshe.com/de/reaction/5246

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriethylamineHCID 8471—
EduktTetronic acidHCID 521261—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktMyristoleic AcidHCID 5281119—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthylacetate methanolHCID 21584119—
ProduktHCID 178418583HCID 17841858382%

Reaktionsschritte

To a stirring solution of 111 mg (1.11 mmol) of tetronic acid in 5 mL of dimethylformamide is added 185 μL (1.33 mmol) of triethylamine and 100 mg of 4-dimethylaminopyridine at 0° C. Next, 303 mg (1.33 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 300 mg (1.33 mmol) of myristoleic acid are added and the reaction mixture is stirred 3 days at room temperature. The reaction is acidified with 1.0N HCl and extracted with four 100 mL portions of ethyl acetate. The combined organic layers are dried over MgSO4 and concentrated in vacuo affording crude compound. Pure material is obtained by flash chromatography with 10% methanol/ethyl acetate as eluant affording 280 mg (82%) of 4-hydroxy-3-((Z)-1-oxo-9-tetradecenyl)-2(5H)-furanone.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05242945
Quelldatensatzuspto-grants-1993_09
ORD IDord-74d123cdf41747398dd804672189e4fd
Quellennotizuspto-grants-1993_09