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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1285379Generated: November 1, 2026

Triethylamine → HCID 20222380, compound

https://huagongshe.com/reaction/1285379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant1-[2-amino-3-[(4-methoxyphenyl)methoxy]propyl]-1H-imidazoleHCID 20131165—
SolventAcetonitrileHCID 6342—
ProductHCID 20222380HCID 202223803.6%

Reaction Steps

A solution of 1-[2-amino-3-[(4-methoxyphenyl)methoxy]propyl]-1H-imidazole (1.70 g, 0.0065M) in dry acetonitrile (10 ml) containing triethylamine (0.5 ml) was treated with 4-methoxybenzyl chloride (1.12 g, 0.0072M) and heated under reflux for 18 hours under a stream of dry nitrogen. The solvent was evaporated off under reduced pressure and the residue was extracted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution and dried (MgSO4). The solvent was evaporated off under reduced pressure to give the crude product as an oil which was further purified by chromatography (silica gel), 10% ethanol in chloroform) to give N-[(4-methoxyphenyl)methyl]-α-[[(4-methoxyphenyl)methoxy]methyl]-1H-imidazole-1-ethanamine (0.09 g) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04567189
Source datasetuspto-grants-1986_01
ORD IDord-ba1e32c161a247829dc4cc6c3f995fe7
Source noteuspto-grants-1986_01