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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231123Erstellt: 24. Oktober 2026

Pyridine → Ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate

https://huagongshe.com/de/reaction/231123

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktSulfuric AcidHCID 1118—
Edukt2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
EduktCyclopropanecarbonyl chloride, 2-phenyl-HCID 523092—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelWaterHCID 962—
ProduktEthyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoateHCID 20034593108,9%

Reaktionsschritte

A solution of 2-phenyl-1-cyclopropanecarboxylic acid chloride (15 g) in 1,2-dichloroethane (70 ml) is added at 0° C. to a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid, 12 g) and pyridine (13.2 g) in 1,2-dichloroethane (70 ml) and the solution is stirred at room temperature for one hour. A 2N water solution of H2SO4 (20 ml) is then added, the two layers are separated and the organic phase is washed twice with water (50 ml), dryed on Na2SO4 and evaporated in vacuum. The residue is dissolved in EtOH (150 ml), heated to the reflux temperature for two hours and evaporated to dryness to give almost pure ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate (21 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04845113
Quelldatensatzuspto-grants-1989_07
ORD IDord-7865c18e0e4847a6b3d2252f1c412f04
Quellennotizuspto-grants-1989_07