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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 271124Erstellt: 24. Oktober 2026

Trimethylsilylacetylene → {[4-(Difluoromethoxy)phenyl]ethynyl}(trimethyl)silane

https://huagongshe.com/de/reaction/271124

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilylacetyleneHCID 66111—
Edukt1-(Difluoromethoxy)-4-iodobenzeneHCID 2737008—
KatalysatorCopper iodideHCID 83717—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelTriethylamineHCID 8471—
Produkt{[4-(Difluoromethoxy)phenyl]ethynyl}(trimethyl)silaneHCID 6869909196%

Reaktionsschritte

A solution of 1-(difluoromethoxy)-4-iodobenzene (12.7 g, 50 mmol) in triethylamine is treated with tetrakis(triphenylphosphine)palladium (4.0 g, 3.5 mmol), copper iodide (925 mg, 4.85 mmol), and a solution of ethynyl(trimethyl)silane (6.9 mL, 50 mmol) in acetonitrile at room temperature, stirred for 1 h at 60° C. and concentrated in vacuo. The resultant residue was dissolved in Et2O and filtered. The filtrate was concentrated and the concentrate was purified by chromatography (silica gel, EtOAc/hexane: 5/95) to give {[4-(difluoromethoxy)phenyl]ethynyl}(trimethyl)silane (11.5 g, 96%) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452885B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-748716f3ddd1422b9b7596085480e3cf
Quellennotizuspto-grants-2008_11