HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Iodoquinoline → 4-[1,1-Dimethyl-3-(2-quinolyl)-2-propynyloxy]benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Iodoquinoline | HCID 81044 | — |
| Edukt | 4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrile | HCID 2779072 | — |
| Katalysator | Triphenylphosphine | HCID 11776 | — |
| Katalysator | Palladium Chloride | HCID 24290 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Diethylamine | HCID 8021 | — |
| Produkt | 4-[1,1-Dimethyl-3-(2-quinolyl)-2-propynyloxy]benzonitrile | HCID 19895646 | 93% |
Reaktionsschritte
5.1 g of 2-iodoquinoline were added at room temperature to a solution of 18 mg of palladium(II) chloride, 52 mg of triphenylphosphine and 38 mg of copper(I) iodide in 100 ml of diethylamine. 3,7 g of 4-(1,1-dimethyl-2-propynyloxy)benzonitrile were added. After stirring at room temperature for 18 hours the mixture was evaporated and the residue was dissolved in ethyl acetate and water. The organic phase was dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:2) for the elution to give 5.8 g of 4-[1,1-dimethyl-3-(2-quinolyl)-2-propynyloxy]benzonitrile as a yellow gum.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04971982 |
| Quelldatensatz | uspto-grants-1990_11 |
| ORD ID | ord-e3e8f97b127644c8963cda6fc5ce7b7b |
| Quellennotiz | uspto-grants-1990_11 |