HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethylsilylacetylene → {[4-(Difluoromethoxy)phenyl]ethynyl}(trimethyl)silane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | 1-(Difluoromethoxy)-4-iodobenzene | HCID 2737008 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | {[4-(Difluoromethoxy)phenyl]ethynyl}(trimethyl)silane | HCID 68699091 | 96% |
Reaktionsschritte
A solution of 1-(difluoromethoxy)-4-iodobenzene (12.7 g, 50 mmol) in triethylamine is treated with tetrakis(triphenylphosphine)palladium (4.0 g, 3.5 mmol), copper iodide (925 mg, 4.85 mmol), and a solution of ethynyl(trimethyl)silane (6.9 mL, 50 mmol) in acetonitrile at room temperature, stirred for 1 h at 60° C. and concentrated in vacuo. The resultant residue was dissolved in Et2O and filtered. The filtrate was concentrated and the concentrate was purified by chromatography (silica gel, EtOAc/hexane: 5/95) to give {[4-(difluoromethoxy)phenyl]ethynyl}(trimethyl)silane (11.5 g, 96%) as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07452885B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-748716f3ddd1422b9b7596085480e3cf |
| Quellennotiz | uspto-grants-2008_11 |