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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931853Generated: October 27, 2026

Water → HCID 70558323, compound

https://huagongshe.com/reaction/931853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant4-Chloro-2-cyclohexylbenzene trifluoromethanesulfonateHCID 86669120—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 70558323HCID 70558323—

Reaction Conditions

Temperature100 °C

Reaction Steps

21 g (61.3 mmol) of 7, 25.8 ml (183.8 mmol) of trimethylsilylacetylene, 2.15 g (3 mmol) of bis(triphenylphosphine)palladium(II) chloride and 21.2 ml (153.2 mmol) of triethylamine are dissolved in 60 ml of N,N-dimethylformamide under nitrogen, and the mixture is heated at 100° C. overnight. 100 ml of water are added to the cooled solution, and the mixture is extracted twice with methyl t-butyl ether (100 ml). The combined organic phases are washed with water, dried over sodium sulfate and evaporated in vacuo. The residue is purified by column chromatography, giving the product 8, which is employed in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296948B2
Source datasetuspto-grants-2016_03
ORD IDord-33171a7aa82e44a5a6ec294b024c4b19
Source noteuspto-grants-2016_03