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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774282Generated: October 31, 2026

Potassium Iodide → Methyl 5,5,5-trifluoro-4-((4-methoxyphenyl)imino)pent-2-ynoate

https://huagongshe.com/reaction/1774282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantMethyl propiolateHCID 13536—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2,2,2-Trifluoro-N-(4-methoxyphenyl)acetimidoyl ChlorideHCID 10421682—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductMethyl 5,5,5-trifluoro-4-((4-methoxyphenyl)imino)pent-2-ynoateHCID 86723348—

Reaction Conditions

Temperature60 °C

Reaction Steps

In a typical reaction, 2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidoyl chloride and a slight excess of methyl propiolate are mixed with about 0.3 equivalents of copper (I) iodide and slight excesses of potassium phosphate and potassium iodide in anhydrous acetonitrile. The mixture is heated at about 60° C. under a nitrogen atmosphere until the reaction is complete. After cooling, an extraction solvent like a halogenated hydrocarbon is added to the mixture along with water. The organic layer is recovered, washed with brine and dried. The solvent is evaporated to provide crude methyl 5,5,5-trifluoro-4-((4-methoxyphenyl)imino)pent-2-ynoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260392B2
Source datasetuspto-grants-2016_02
ORD IDord-f954cc6e393c4110968471f3da36bf01
Source noteuspto-grants-2016_02