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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59332Generated: October 26, 2026

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

https://huagongshe.com/reaction/59332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant4-Chloro-2-fluoro-1-iodobenzeneHCID 2736562—
CatalystCopper iodideHCID 83717—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventDimethyl SulfoxideHCID 679—
Product((4-Chloro-2-fluorophenyl)ethynyl)trimethylsilaneHCID 9001929356.5%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-649418e8072746319213417db71ea5ca
Source noteuspto-grants-2016_09