HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 2-(3-Furanyl)-4,6-dimethylphenol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Bromo-4,6-dimethylphenol | HCID 299976 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Furan-3-boronic acid | HCID 2734358 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Produkt | 2-(3-Furanyl)-4,6-dimethylphenol | HCID 90002786 | 54% |
Reaktionsschritte
2-Bromo-4,6-dimethylphenol (1.8 g, 8.9 mmol) was dissolved in dimethoxyethane/water (2:1). Furan-3-ylboronic acid (1 g, 8.9 mmol), Pd(dppf)Cl2 (0.36 g, 0.45 mmol) and sodium carbonate (3.7 g, 45 mmol) were added thereto, followed by stirring for 1 hour under reflux. After the completion of the reaction, the reaction mixture was added with a saturated sodium hydrogen carbonate aqueous solution, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain 2-(furan-3-yl)-4,6-dimethylphenol (0.9 g, 54%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447083B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-538299e6fa57496392fcca39dcb9cf07 |
| Quellennotiz | uspto-grants-2016_09 |