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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 375911Erstellt: 24. Oktober 2026

1-Undecyne → 3-(1-Undecynyl)benzaldehyde

https://huagongshe.com/de/reaction/375911

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-UndecyneHCID 75249—
Edukt3-BromobenzaldehydeHCID 76583—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-(1-Undecynyl)benzaldehydeHCID 18373091109,1%

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

To a solution of 3-bromobenzaldehyde (30.3 g) and 1-undecyne (29.5 g) in triethylamine (120 ml) was added bis(triphenylphosphine)palladium(II) chloride (1.9 g) followed by copper(I) iodide (0.25 g). The mixture was stirred in the dark at 55° C. for 6 hrs, under nitrogen. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and filtered. The filtrate was washed with water and saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated to yield 45.8 g of 3-(1-undecynyl)benzaldehyde, as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05488061
Quelldatensatzuspto-grants-1996_01
ORD IDord-40aee210694347b68fd5090038baba40
Quellennotizuspto-grants-1996_01