HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38999Erstellt: 26. Oktober 2026
Water → 1-[5-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl]ethanone
https://huagongshe.com/reaction/38999
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Epibromohydrin | HCID 18430 | — |
| Edukt | 1-(5-Bromo-3-fluoro-2-hydroxyphenyl)ethan-1-one | HCID 57515846 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-[5-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl]ethanone | HCID 86652943 | 85,4% |
Reaktionsschritte
A mixture of 1-(5-bromo-3-fluoro-2-hydroxyphenyl)ethanone (3.7 g, 15.8 mmol), epibromohydrin (2.6 ml, 31.7 mmol) and K2CO3 (3.3 g, 23.8 mmol) in DMF (20 ml) was heated at 60° C. for 1 h 50 min. The solution was brought to ambient temperature and water and EtOAc was added. The water phase was extracted with EtOAc. The combined organic phases were washed with LiCl (5%), HCl (1 N) and brine and were dried (Na2SO4) and evaporated to dryness. Purification on flash column chromatography (isooctane/EtOAc) gave the title compound (3.9 g). MS m/z (rel. intensity, 70 eV) 289 (M+, 13), 288 (M+, 14), 218 (91), 217 (bp), 81 (39), 57 (95).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08524766B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-2c0dfc5a21934582bc955561daae8b21 |
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| Quellennotiz | uspto-grants-2013_09 |
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