HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrile → Benzyl 2-[3-(4-cyanophenoxy)-3-methyl-1-butyn-1-yl]pyridine-5-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrile | HCID 2779072 | — |
| Edukt | HCID 19895696 | HCID 19895696 | — |
| 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 | Benzyl 2-[3-(4-cyanophenoxy)-3-methyl-1-butyn-1-yl]pyridine-5-carboxylate | HCID 19895702 | 74,9% |
Reaktionsschritte
12.2 g of benzyl 2-iodopyridine-5-carboxylate and 5.64 g of 4-(1,1-dimethyl-2-propynyloxy)benzonitrile were stirred with 32 mg of copper(I) iodide, 162 mg of triphenylphosphine and 180 mg of palladium(II) chloride in 280 ml of diethylamine at room temperature for 7 days under a nitrogen atmosphere. The mixture was evaporated and the residue was taken up in ethyl acetate and water. The organic phase was separated, dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution. There were obtained 9.04 g of benzyl 2-[3-(4-cyanophenoxy)-3-methyl-1-butyn-1-yl]pyridine-5-carboxylate which was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05118694 |
| Quelldatensatz | uspto-grants-1992_06 |
| ORD ID | ord-664c66a1d07b494b978510dba2f04462 |
| Quellennotiz | uspto-grants-1992_06 |