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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2407319Erstellt: 26. Oktober 2026

Dimethylformamide → 5-Fluoro-2-((R)-1-(oxiranylmethoxy)-phenyl]-ethanone

https://huagongshe.com/reaction/2407319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt2-Acetyl-4-fluorophenolHCID 95992—
EduktGlycidyl tosylate, (R)-HCID 154187—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-Fluoro-2-((R)-1-(oxiranylmethoxy)-phenyl]-ethanoneHCID 8664472376%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 5′-fluoro-2′-hydroxyacetophenone (2.04 g, 13.25 mmol), (2R)-(−)-glycidyl tosylate (2.75 g, 12.05 mmol), potassium carbonate (2.16 g, 15.66 mmol) and N,N-dimethyl formamide (20 ml) was heated to 60° C. After 6 hours the reaction mixture was cooled down, water (20 ml) and ethyl acetate (20 ml) were added and the layers were separated. Organic phase was recovered and water layer was extracted twice with ethyl acetate. Organic phase and ethyl acetate extracts were combined and washed twice with water and evaporated to dryness. The crude product was crystallized from 2-propanol to yield 1.91 g (76%) of the pure title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08809536B2
Quelldatensatzuspto-grants-2014_08
ORD IDord-269d7c2ebf044de685eb49962d652437
Quellennotizuspto-grants-2014_08