HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl 4,5-Dibromo-2-furancarboxylate → Methyl 4-bromo-5-methylfuran-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl 4,5-Dibromo-2-furancarboxylate | HCID 4135083 | — |
| Edukt | HCID 178477798 | HCID 178477798 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 4-bromo-5-methylfuran-2-carboxylate | HCID 604544 | 72% |
Reaktionsschritte
To a solution of methyl 4,5-dibromo-2-furancarboxylate (4.5 g, 15.85 mmol) and BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) CHLORIDE (0.38 g, 0.541 mmol) in THF (100 mL) at RT was added chloro(methyl)zinc (15 mL, 30 mmol) dropwise. After stirring for 10 h, the reaction was quenched with NH4Cl (sat'd) (50 mL). The mixture was extracted with EtOAc (50 mL×3), and the collected organic layers were dried over MgSO4. Solvent was removed under vacuum and the resulting residue was purified via column chromatography (silica, EtOAc/Hex 10-20%) to give the title compound (2.5 g, 72%) as a white solid: LC-MS (ES) m/z 220 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08946278B2 |
| Quelldatensatz | uspto-grants-2015_02 |
| ORD ID | ord-0cf7215562f1448a868bae8bfbfd8b32 |
| Quellennotiz | uspto-grants-2015_02 |