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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271108Generated: October 30, 2026

3-Bromobiphenyl → [([1,1'-Biphenyl]-3-yl)ethynyl](trimethyl)silane

https://huagongshe.com/reaction/271108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromobiphenylHCID 16449—
ReactantTrimethylsilylacetyleneHCID 66111—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
Product[([1,1'-Biphenyl]-3-yl)ethynyl](trimethyl)silaneHCID 5983457588.3%

Reaction Steps

To a solution of 3-bromo-1,1′-biphenyl (5.06 g, 21.76 mmol) in TEA (20 mL) are added dichlorobis(triphenylphosphine)palladium (0.47 g, 0.65 mmol), copper iodide (0.08 g, 0.44 mmol) and ethynyl(trimethyl)silane (4.62 mL, 32.64 mmol). The reaction mixture is refluxed for 3 h and cooled to room temperature. After evaporation of the solvent, the crude material is purified by chromatography (silica gel, 100% hexane) to afford the title compound (4.81 g, 88%) as an oil. MS (+) EI: 250 M+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452885B2
Source datasetuspto-grants-2008_11
ORD IDord-65c875ef60d8490dbfbe4e5a2ace50f6
Source noteuspto-grants-2008_11