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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 403066Erstellt: 24. Oktober 2026

Water → 1-Bromo-4-(4-n-propylphenylethynyl)naphthalene

https://huagongshe.com/de/reaction/403066

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktHeptaneHCID 8900—
Edukt1-Ethynyl-4-propylbenzeneHCID 2775133—
Edukt1-Bromo-4-iodonaphthaleneHCID 5073667—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
Produkt1-Bromo-4-(4-n-propylphenylethynyl)naphthaleneHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08747695B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-4ceefc20bc9a4030bd16717248086541
Quellennotizuspto-grants-2014_06