HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethylsilylacetylene → 2-Chloro-1-ethynyl-4-(trifluoromethyl)benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | 3-Chloro-4-iodobenzotrifluoride | HCID 2736612 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Katalysator | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-Chloro-1-ethynyl-4-(trifluoromethyl)benzene | HCID 63668983 | 80,2% |
Reaktionsschritte
The title compound was prepared according to the procedure described in step-5 and step-6 of Intermediate-2 by using 2-chloro-1-iodo-4-(trifluoromethyl)benzene (1.0 g, 3.2 mmol), ethynyl(trimethyl)silane (0.541 g, 5.5 mmol), copper iodide (0.027 g, 0.14 mmol), bis(triphenylphosphine) palladium(II) chloride (0.050 g, 0.072 mmol), TBAF (catalytic) and DCM to afford 0.525 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 4.88 (s, 1H), 7.73 (d, J=8.4 Hz, 1H), 7.83 (d, J=7.8 Hz, 1H), 8.01 (s, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09096545B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-be10ec18e1e841b886fec20017e7fee0 |
| Quellennotiz | uspto-grants-2015_08 |