HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-hydroxy-3-methoxy-N-(3-phenylphenyl)phenylacetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | 4-hydroxy-N-(3-iodophenyl)-3-methoxyphenylacetamide | HCID 12096660 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-hydroxy-3-methoxy-N-(3-phenylphenyl)phenylacetamide | HCID 12096662 | 82,8% |
Reaktionsschritte
Intermediate 1 (500 mg), phenylboronic acid (300 mg), tetrakis(triphenylphosphine)palladium (0) (150 mg) are dissolved in tetrahydrofuran (20 ml), and thereto are added cesium carbonate (850 mg) and water (10 ml). The mixture is heated under reflux for 18 hours under argon atmosphere. The reaction solution is extracted with ethyl acetate, and the organic layer is dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (360 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084176B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-9e05febe729d405e925148c7270b09cc |
| Quellennotiz | uspto-grants-2006_08 |