HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 1-Bromo-4-(4-n-propylphenylethynyl)naphthalene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Heptane | HCID 8900 | — |
| Edukt | 1-Ethynyl-4-propylbenzene | HCID 2775133 | — |
| Edukt | 1-Bromo-4-iodonaphthalene | HCID 5073667 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 1-Bromo-4-(4-n-propylphenylethynyl)naphthalene | HCID 67117851 | — |
Reaktionsschritte
15.3 g (43.6 mmol) of 1-iodo-4-bromonaphthalene and 7.25 g (5.3 mmol) of 4-n-propylphenylacetylene are initially introduced in 200 ml of NEt3, 170 mg (0.9 mmol) of copper(I) iodide and 600 mg (0.9 mmol) of bis-(triphenylphosphine)palladium(II) chloride are added, and the mixture is refluxed for 30 minutes. The batch is cooled, water and heptane are added, and the phases are separated. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated in a rotary evaporator. The residue is purified by column chromatography (SiO2, heptane), and the further purification is carried out by recrystallisation from isopropanol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08747695B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-4ceefc20bc9a4030bd16717248086541 |
| Quellennotiz | uspto-grants-2014_06 |