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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1493077Erstellt: 24. Oktober 2026

Pyridine → Methyl 3-oxoicosanoate

https://huagongshe.com/de/reaction/1493077

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktStearoyl chlorideHCID 8212—
Edukt2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 3-oxoicosanoateHCID 84502—

Reaktionsschritte

270 ml of stearoyl chloride were added dropwise at a maximum of 150° C. to a solution of 117 g of Meldrum's acid and 131 ml of pyridine in 1.5 l of methylene chloride. After stirring the reaction mixture was washed with 4N hydrochloric acid, the aqueous phase was back-extracted with methylene chloride and the methylene chloride phase was dried and concentrated. The residue was taken up in methanol and stirred under reflux. After cooling the separated crystals were filtered off, dissolved in methylene chloride and chromatographed on silica gel with methylene chloride. There were obtained 175 g of methyl 3-oxoeicosanoate, m.p. 52°-54° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05376674
Quelldatensatzuspto-grants-1994_12
ORD IDord-f38e3310b759402f9e2058976a0bb1fc
Quellennotizuspto-grants-1994_12