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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Acetyl-4-fluorophenol | HCID 95992 | — |
| Edukt | Glycidyl tosylate, (R)- | HCID 154187 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 5-Fluoro-2-((R)-1-(oxiranylmethoxy)-phenyl]-ethanone | HCID 86644723 | 76% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08809536B2 |
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| Quelldatensatz | uspto-grants-2014_08 |
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| ORD ID | ord-269d7c2ebf044de685eb49962d652437 |
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| Quellennotiz | uspto-grants-2014_08 |
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