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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006913Generated: October 25, 2026

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

https://huagongshe.com/reaction/1006913

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 numberUS06790844B2
Source datasetuspto-grants-2004_09
ORD IDord-94b54cc142344360b4c618b0f698db78
Source noteuspto-grants-2004_09