Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20452Erstellt: 23. Oktober 2026

Triethylamine → (+-)-Trans-2-formyl-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/de/reaction/20452

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktSulfur trioxide-pyridineHCID 168533—
EduktEthyl (1R,2R)-2-(hydroxymethyl)cyclopropanecarboxylateHCID 29920784—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelDiethyl EtherHCID 3283—
Produkt(+-)-Trans-2-formyl-cyclopropanecarboxylic acid ethyl esterHCID 7271792—

Reaktionsschritte

Cool a solution of (+/−)-trans-2-hydroxymethyl-cyclopropanecarboxylic acid ethyl ester (0.22 g, 1.53 mmol) in 1.5 mL DMSO to 0° C. Add to the frozen solution triethyl-amine (0.85 mL, 0.62 mmol) followed by sulfur trioxide pyridine (0.49 g, 3.05 mmol). Warm reaction mixture to 12° C. over 3.5 hours, dilute with diethyl ether (80 mL), and wash with 5% aqueous citric acid (3×20 mL) followed by saturated aqueous sodium chloride (1×20 mL). Dry over magnesium sulfate and concentrate under reduced pressure to provide the desired compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745438B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-37767759e28946f6af4b9007458d87cf
Quellennotizuspto-grants-2010_06