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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634044Generated: October 29, 2026

Trimethylsilylacetylene → HCID 68649922, compound

https://huagongshe.com/reaction/634044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant1,2-Dibromo-4-tert-butylbenzeneHCID 12250805—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418397HCID 178418397—
SolventTriethylamineHCID 8471—
ProductHCID 68649922HCID 68649922—

Reaction Conditions

Temperature80 °C

Reaction Steps

4-tert-butyl-1,2-dibromobenzene (5.0 g, 17 mmol), copper iodide (0.17 g, 0.9 mmol), tetrakis(triphenylphosphine)palladium (1.04 g, 0.9 mmol), ethynyltrimethylsilane (4.2 g, 43 mmol), and triethylamine (25 ml) were heated to 20° C. and stirred for 4 hours. The reaction mixture was then heated to 80° C. for 44 hours. Additional ethynyltrimethylsilane (2.5 g, 25 mmol) was added and the reaction mixture was stirred at 47° C. for 60 hours. Column chromatography (silica) was performed to remove metals and salts, using heptane as eluent. The crude product mixture was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321896B2
Source datasetuspto-grants-2016_04
ORD IDord-8f460d5941ad4e8e9d486b32047d687d
Source noteuspto-grants-2016_04