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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496842Generated: October 30, 2026

Trimethylsilylacetylene → HCID 71237756, compound

https://huagongshe.com/reaction/1496842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-2,6-difluoroanisoleHCID 2773287—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductHCID 71237756HCID 7123775679.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2 g 5-bromo-1,3-difluoro-2-methoxy-benzene, 1.76 g ethynyl-trimethyl-silane, 629 mg bis(triphenylphosphine)palladium(II) dichloride, 3.1 ml diisopropylethylamine, and 85 mg copper iodide in 20 ml acetonitrile was degassed then heated at 80° C. for 2 hours. The mixture was diluted with dichloromethane and filtered through a plug of silica, washed with dilute ammonia and brine then dried over sodium sulphate, filtered and concentrated in vacuo. Purification over silica afforded 1.71 g (3,5-difluoro-4-methoxy-phenylethynyl)-trimethyl-silane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199937B2
Source datasetuspto-grants-2015_12
ORD IDord-473124cf420a407cac00792bd3e1a5f8
Source noteuspto-grants-2015_12