Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Iodoethane | HCID 6340 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-Bromofuran-2-carboxylic acid | HCID 605479 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | Ethyl 3-bromofuran-2-carboxylate | HCID 22456149 | 54,3% |
Reaktionsschritte
3-Bromofuran-2-carboxylic acid (1.86 g, 9.75 mmol), ethyl iodide (3.1 mL, 38.8 mol) and cesium carbonate (4.80 g, 14.7 mmol) were suspended in acetonitrile (50 mL), followed by stirring at 80° C. for 3 hours. Aqueous saturated sodium hydrogencarbonate solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=9:1) to afford ethyl 3-bromofuran-2-carboxylate (1.16 g, 54%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07880013B2 |
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| Quelldatensatz | uspto-grants-2011_02 |
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| ORD ID | ord-d5bfc4c465ad4b3bbd3874a6474ffd1b |
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| Quellennotiz | uspto-grants-2011_02 |
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