HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2-Bromo-6-iodo-3-methoxypyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-Bromo-6-iodopyridin-3-ol | HCID 10979479 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-Bromo-6-iodo-3-methoxypyridine | HCID 11099040 | 78,5% |
Reaktionsschritte
2-Bromo-6-iodo-pyridin-3-ol (2.98 g) is dissolved in N,N-dimethylformamide (140 ml) and thereto are added cesium carbonate (16.3 g) and methyl iodide (1.25 mL) and the mixture is stirred at room temperature overnight. To the reaction solution are added water and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=19:1→4:1) to give 2-bromo-6-iodo-3-methoxy-pyridine (2.45 g). MS (m/z): 314/316 [M+H]+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07906517B2 |
| Quelldatensatz | uspto-grants-2011_03 |
| ORD ID | ord-f29a74ca54a14148937e15707662d584 |
| Quellennotiz | uspto-grants-2011_03 |