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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 854141Erstellt: 26. Oktober 2026

Ethanol → 4-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-

https://huagongshe.com/reaction/854141

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktTetrahydrofuranHCID 8028—
Edukt(-)-EpichlorohydrinHCID 2734062—
EduktHCID 178418416HCID 178418416—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
Produkt4-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-HCID 273444583%

Reaktionsschritte

In a 50 mL-volumetric autoclave were added deaerated ethanol (10 mL) and THF (10 mL), and thereto were added 4-dimethylaminopyridine (61 mg, 0.5 mmol) and (R)-epichlorohydrin (1.9 g, 20 mmol, >99% ee). Then to the mixture was added crystalline dicobaltoctacarbonyl complex (171 mg, 0.5 mmol). After covering the autoclave with a cap, carbon monoxide (2 MPa) was introduced therein and the mixture was reacted at 40° C. for 16 hours. After cooling to room temperature, the solvent was removed in vacuo. The residue was subjected to Kugelrohr distillation to give (R)-4-chloro-3-hydroxybutanoic acid ethyl ester (2.8 g, 83%, >99% ee) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07256305B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-45a96af85e0c447998bd29199eafaee4
Quellennotizuspto-grants-2007_08