HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → Methyl 2-phenylbenzofuran-5-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Phenylacetylene | HCID 10821 | — |
| Edukt | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Edukt | Methyl 4-hydroxy-3-iodobenzoate | HCID 11346465 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Methyl 2-phenylbenzofuran-5-carboxylate | HCID 66865443 | 99,1% |
Reaktionsschritte
A mixture of methyl 3-iodo-4-hydroxybenzoate 26 (1 g, 3.6 mmol), phenylacetylene (2 ml, 18 mmol), tetramethylguanidine (4.5 ml, 36 mmol), copper(I)iodide (34 mg, 1.8 mmol), bis(triphenylphosphine)palladium (II)chloride (130 mg, 1.8 mmol) and DMF (20 ml) was stirred at room temperature overnight. The reaction mixture was poured into water, extracted, washed and dried. After evaporation of the solvent, the residue was purified by chromatography to give about 0.9 g of 2-phenyl-benzofuran-5-carboxylic acid methyl ester 27.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07056903B2 |
| Quelldatensatz | uspto-grants-2006_06 |
| ORD ID | ord-6d6c47b87e354677877e5da0b955a92b |
| Quellennotiz | uspto-grants-2006_06 |