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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1271301Erstellt: 26. Oktober 2026

2-(4-Pentynyloxy)tetrahydro-2H-pyran → 5,6-Diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine

https://huagongshe.com/reaction/1271301

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(4-Pentynyloxy)tetrahydro-2H-pyranHCID 357816—
Edukt5-Chloro-2,3-DiphenylpyrazineHCID 3654493—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
Produkt5,6-Diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazineHCID 2293195575,8%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 1.58 g of 2-chloro-5,6-diphenylpyrazine in 10 ml of triethylamine, 1.20 g of 5-(2-tetrahydropyranyloxy)-1-pentyne, 208 mg of dichlorobis(triphenylphosphine)palladium (II) and 56 mg of copper (I) iodide were added, followed by stirring under an argon atmosphere at 80° C. for 8 hours. The solvent was evaporated under reduced pressure and the residue was dissolved in diethyl ether, and then the insoluble matter was removed by filtration through celite. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to obtain 1.79 g of the desired compound as a brown oily substance.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07205302B2
Quelldatensatzuspto-grants-2007_04
ORD IDord-30c9cb5a484e4641a505c92c2d64f0e7
Quellennotizuspto-grants-2007_04