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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 235162Erstellt: 24. Oktober 2026

1-Dodecyne → 3-(1-Dodecynyl)benzaldehyde

https://huagongshe.com/de/reaction/235162

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-DodecyneHCID 69821—
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-Dodecynyl)benzaldehydeHCID 1837299497,3%

Reaktionsschritte

To a solution of 3-bromobenzaldehyde (26.5 g) and (25.0 g) 1-dodecyne in triethylamine (105 ml) was added bis(triphenylphosphine)palladium(II) chloride (1.73 g) followed by copper(I) iodide (0.24 g). The resultant mixture was stirred in the dark at 55° C. for 7 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 concentrated to yield 37.7 g 3-(1-dodecynyl)benzaldehyde. The filtrate was an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05597838
Quelldatensatzuspto-grants-1997_01
ORD IDord-2393b0dfd9ac4fadb8929f9d42b59074
Quellennotizuspto-grants-1997_01