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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1073918Erstellt: 27. Oktober 2026

4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrile → Benzyl 2-[3-(4-cyanophenoxy)-3-methyl-1-butyn-1-yl]pyridine-5-carboxylate

https://huagongshe.com/reaction/1073918

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrileHCID 2779072—
EduktBenzyl 2-iodopyridine-5-carboxylateHCID 19895696—
KatalysatorTriphenylphosphineHCID 11776—
KatalysatorPalladium ChlorideHCID 24290—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDiethylamineHCID 8021—
ProduktBenzyl 2-[3-(4-cyanophenoxy)-3-methyl-1-butyn-1-yl]pyridine-5-carboxylateHCID 1989570274,9%

Reaktionsschritte

12.2 g of benzyl 2-iodopyridine-5-carboxylate and 5.64 g of 4-(1,1-dimethyl-2-propynyloxy)benzonitrile were stirred with 32 mg of copper(I) iodide, 162 mg of triphenylphosphine and 180 mg of palladium(II) chloride in 280 ml of diethylamine at room temperature for 7 days under a nitrogen atmosphere. The mixture was evaporated and the residue was taken up in ethyl acetate and water. The organic phase was separated, dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution. There were obtained 9.04 g of benzyl 2-[3-(4-cyanophenoxy)-3-methyl-1-butyn-1-yl]pyridine-5-carboxylate which was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04971982
Quelldatensatzuspto-grants-1990_11
ORD IDord-8614dd0ab5c04322b44c419a256b1f64
Quellennotizuspto-grants-1990_11