HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloride → HCID 54516793, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloride | HCID 312 | — |
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | Methyl 2-(4-bromophenyl)acetate | HCID 316783 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | HCID 54516793 | HCID 54516793 | 79,5% |
Reaktionsschritte
A solution of 20 g of 4-bromophenylacetic acid methyl ester and 10.3 g of trimethylsilylacetylene in 650 ml of triethylamine is refluxed in the presence of 1.46 g of bis-triphenylphosphinepalladium(II) chloride and 227 mg of copper(I) iodide for 5 hours. The reaction mixture is concentrated by evaporation, the residue is spread between water and ethyl acetate, the organic phase is washed with saturated common salt solution, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with hexane/0-5% ethyl acetate. 17.1 g of 4-(2-trimethylsilylethinyl)-phenylacetic acid methyl ester is obtained as oily crude product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05624943 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-1dfc0b0dda894b629602d5f73bc01a98 |
| Quellennotiz | uspto-grants-1997_04 |