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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 59332Erstellt: 24. Oktober 2026

Trimethylsilylacetylene → ((4-Chloro-2-fluorophenyl)ethynyl)trimethylsilane

https://huagongshe.com/de/reaction/59332

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilylacetyleneHCID 66111—
Edukt4-Chloro-2-fluoro-1-iodobenzeneHCID 2736562—
KatalysatorCopper iodideHCID 83717—
KatalysatorDichlorobis(triphenylphosphine)palladiumHCID 6102075—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt((4-Chloro-2-fluorophenyl)ethynyl)trimethylsilaneHCID 9001929356,5%

Reaktionsschritte

To a solution of 4-chloro-2-fluoro-1-iodobenzene (2.0 g, 7.8 mmol) in DMSO (10 mL) was added ethynyl(trimethyl)silane (1.14 g, 11.0 mmol), copper iodide (0.029 g, 0.15 mmol), bis(triphenylphosphine) palladium(II) chloride (0.218 g, 0.3 mmol) and TEA (1 mL). The reaction mass was stirred at RT for 4-5 h. The reaction mass quenched in water, passed through celite bed and extracted with ethyl acetate and concentrated to afford 1.0 g of desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09439890B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-649418e8072746319213417db71ea5ca
Quellennotizuspto-grants-2016_09