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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71210Erstellt: 24. Oktober 2026

Triethylamine → 5-[4-(5-Chloropent-1-yn-1-yl)-2-methoxyphenyl]-2-methyl-1,3-oxazole

https://huagongshe.com/de/reaction/71210

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1-Pentyne, 5-chloro-HCID 84308—
Edukt5-(4-Bromo-2-methoxyphenyl)-2-methyloxazoleHCID 66608732—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-[4-(5-Chloropent-1-yn-1-yl)-2-methoxyphenyl]-2-methyl-1,3-oxazoleHCID 66608267—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A mixture of 5-(4-bromo-2-methoxyphenyl)-2-methyl-1,3-oxazole (6.00 g), 5-chloropent-1-yne (4.74 mL), dichlorobis(triphenylphosphine)palladium(II) (1.57 g), copper(I) iodide (426 mg) and triethylamine (60 mL) was stirred at 70° C. for 3 hr, and diluted with ethyl acetate, and the mixture was filtered through celite. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.85 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822699B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-4cc6270886fc4692977c650aa62d336b
Quellennotizuspto-grants-2014_09