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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71151Generated: October 26, 2026

Triethylamine → 6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-ol

https://huagongshe.com/reaction/71151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-Hexyn-1-olHCID 70234—
Reactant1-(4-bromo-2-methoxyphenyl)-3-methyl-1H-1,2,4-triazoleHCID 66608977—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
Product6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-olHCID 66608834—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1-(4-bromo-2-methoxyphenyl)-3-methyl-1H-1,2,4-triazole (3.00 g), 5-hexyn-1-ol (2.45 mL), dichlorobis(triphenylphosphine)palladium(II) (786 mg), copper(I) iodide (213 mg) and triethylamine (110 mL) was stirred at 70° C. for 14 hr, allowed to cool to room temperature, and diluted with ethyl acetate, and the mixture was filtered through celite. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.80 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822699B2
Source datasetuspto-grants-2014_09
ORD IDord-8f07c1c244754d1984894b3502530aa1
Source noteuspto-grants-2014_09