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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857591Generated: October 29, 2026

Water → HCID 178447940, compound

https://huagongshe.com/reaction/857591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant6-(3,4,5-Trifluorophenyl)naphthalene-2-yl trifluoromethanesulfonateHCID 21870043—
Reactant1-Ethynyl-4-propylcyclohexaneHCID 21870626—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418397HCID 178418397—
SolventTriethylamineHCID 8471—
ProductHCID 178447940HCID 178447940—

Reaction Conditions

Temperature50 °C

Reaction Steps

25.0 g of 6-(3,4,5-trifluorophenyl)naphthalene-2-yl trifluoromethanesulfonate and 1-ethynyl-4-propylcyclohexane were dissolved in a mixture of 125 ml of N,N-dimethylformamide and 25 ml of triethylamine. To the solution were then added 0.7 g of tetrakis(triphenylphosphine)palladium and 0.2 g of copper iodide (I). The reaction mixture was then stirred at a temperature of 50° C. for 3 hours. The reaction solution was then allowed to cool to room temperature. To the reaction solution was then added 150 ml of water. The reaction solution was extracted with 200 ml of toluene, washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was then distilled off. The residue was then recrystallized from ethanol to obtain 17.6 g of 2-(trans-4-propylcyclohexyl)ethynyl-6-(3,4,5-trifluorophenyl)naphthalene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07145047B2
Source datasetuspto-grants-2006_12
ORD IDord-8ab84d3100a24c7a85ae7395431a3675
Source noteuspto-grants-2006_12