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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251146Generated: November 3, 2026

Triethylamine → 2-[2-(2-Methoxyphenyl)-ethynyl]-5-methoxybenzaldehyde

https://huagongshe.com/reaction/1251146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-5-methoxybenzaldehydeHCID 344480—
Reactant1-Ethynyl-2-methoxybenzeneHCID 582912—
SolventDimethylformamideHCID 6228—
Product2-[2-(2-Methoxyphenyl)-ethynyl]-5-methoxybenzaldehydeHCID 2250306567.3%

Reaction Steps

The resulting 2-ethynylanisole (0.79 g) and 2-bromo-5-methoxybenzaldehyde (1.14 g) were reacted in dimethylformamide (50 ml) in the presence of dichloro-bis-triphenylphosphine palladium (1.0 g), cuprous iodide (0.5 g) and triethylamine (15 ml), in nitrogen atmosphere at 50° C. for 6 hr. The resulting reaction solution was evaporated, and to the resulting residue were added ethyl acetate and water. The resulting organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give 0.95 g of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06340759B1
Source datasetuspto-grants-2002_01
ORD IDord-2d98a5e72f714ef4ac346156f7711332
Source noteuspto-grants-2002_01