HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1045545Erstellt: 25. Oktober 2026
Dimethyl Sulfoxide → 2-(4-Chloro-3-fluorophenyl)-2-methyloxirane
https://huagongshe.com/reaction/1045545
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethyl Sulfoxide | HCID 679 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Trimethylsulfonium iodide | HCID 75127 | — |
| Edukt | 4'-Chloro-3'-fluoroacetophenone | HCID 3822077 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-(4-Chloro-3-fluorophenyl)-2-methyloxirane | HCID 59455165 | — |
Reaktionsschritte
The title compound was prepared by following general procedure 3. DMSO was added to NaH (1 equiv.) and heated to 65° C. for 1 h. THF was added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture was cooled to 0° C. Trimethylsulfonium iodide (1 equiv.) was added and stirred for 10 min. after which the solution of 1-(4-chloro-3-fluorophenyl)ethanone (1 equiv.) in THF was added dropwise. After complete addition, the reaction mixture was stirred at RT for 2 h. The product was detected by LCMS and the reaction mixture was poured into ice water, extracted in diethyl ether (4×50 mL), dried over Na2SO4 and concentrated at 25° C. to obtain the product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08569287B2 |
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| Quelldatensatz | uspto-grants-2013_10 |
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| ORD ID | ord-fbac5ee473324eb288e21b74d47125ff |
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| Quellennotiz | uspto-grants-2013_10 |
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