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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1760090Erstellt: 25. Oktober 2026

Water → 1,2-Bis(4-methoxyphenyl)ethyne

https://huagongshe.com/reaction/1760090

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDiisopropylamineHCID 7912—
Edukt4-IodoanisoleHCID 69676—
Edukt1-Ethynyl-4-methoxybenzeneHCID 251020—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1,2-Bis(4-methoxyphenyl)ethyneHCID 61723495%

Reaktionsschritte

To a mixture of 4-ethynylanisole (700 mg, 5.30 mmol), 4-iodoanisole (1.30 g, 5.55 mmol), (PPh3)2PdCl2 (74.4 mg, 0.106 mmol), and CuI (10.1 mg, 0.053 mmol) in THF (7 ml), diisopropyl amine (1.13 g, 11.1 mmol) was added dropwise under ice cooling under argon atmosphere. After stirring at room temperature for 1 h, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water then saturated brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=15/1) to give bis(4-methoxyphenyl)ethyne (95%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06838574B1
Quelldatensatzuspto-grants-2005_01
ORD IDord-8e354f6f47b9491e8ee9038da2c0a51a
Quellennotizuspto-grants-2005_01