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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1916537Erstellt: 25. Oktober 2026

2,5-Dibromopyridine → {4-[4-(5-Bromo-pyridin-2-yl)-but-3-ynyl]-phenyl}-methanol

https://huagongshe.com/reaction/1916537

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,5-DibromopyridineHCID 69353—
Edukt4-(3-Butyn-1-yl)benzenemethanolHCID 23596609—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTriethylamineHCID 8471—
Produkt{4-[4-(5-Bromo-pyridin-2-yl)-but-3-ynyl]-phenyl}-methanolHCID 69070552—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Under an N2 atmosphere 130 mg (0.67 mmol) CuI and 300 mg (0.42 mmol) Pd(PPh3)2Cl2 are added to a solution of 2.0 g (12.48 mmol) (4-but-3-ynyl-phenyl)-methanol and 3.2 g (13.1 mmol) 2,5-dibromopyridine in 80 mL triethylamine and the reaction mixture is stirred for 1.5 h at 50° C. The solvent is eliminated in vacuo, the residue dissolved in a little DCM and purified by chromatography on silica gel (gradient: cyc/EtOAc 4:1 to cyc/EtOAc 3:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08618132B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-6b15665bd4dd4132a87207ea712638f1
Quellennotizuspto-grants-2013_12