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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181721Generated: October 29, 2026

Triethylamine → HCID 22482228, compound

https://huagongshe.com/reaction/2181721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Butyn-1-OLHCID 13566—
ReactantHCID 22482249HCID 22482249—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDichloromethaneHCID 6344—
ProductHCID 22482228HCID 2248222831.7%

Reaction Steps

To a solution of 4-(2-Bromopropoxy)-1-iodobenzene (10 g, 29 mmol), 3-butyn-1-ol (2.6 mL, 37 mmol), CuI (980 mg, 5.2 mmol) and dichlorobis(triphenylphosphine)palladium(II) (3.6 g. 5.2 mmol) in dichloromethane (40 mL) was added Et3N (6.0 mL, 44 mmol) dropwise. The reaction was stirred overnight at room temperature under Ar. The solvent was evaporated under reduced pressure and ethyl acetate was added to dissolve the compound, the solution was filtered over celite to remove most of the Pd. The crude product was purified by silica gel chromatography, eluted with hexane/ethyl acetate (2:1). 2.6 g of the title compound were obtained as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894059B1
Source datasetuspto-grants-2005_05
ORD IDord-86a09006da46480ca266780feb3ea7e3
Source noteuspto-grants-2005_05