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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484029Generated: October 29, 2026

Imidazole → 1-(2,5-Dimethoxy-3,4,6-trimethylbenzyl)imidazole

https://huagongshe.com/reaction/484029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant1-(Bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzeneHCID 14277760—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product1-(2,5-Dimethoxy-3,4,6-trimethylbenzyl)imidazoleHCID 1427776147.3%

Reaction Steps

To a solution of 499 mg (7.33 mmol) of imidazole and 2.0 g (7.33 mmol) of 2,5-dimethoxy-3,4,6-trimethylbenzyl bromide in 12 ml of dimethylformamide, 1.2 ml of triethylamine was added and stirred at room temperature for 1 hour. The reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water and dried, from which the solvent was evaporated off. The residue was purified with silica gel column chromatography (chloroform-methanol(1:1)) and recrystallized from isopropyl ether, to give 0.9 g (47.3%) of 1-(2,5-dimethoxy-3,4,6-trimethylbenzyl)imidazole. m.p. 82°-83° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05229385
Source datasetuspto-grants-1993_07
ORD IDord-93ac8646a3404b3da250f8538187c352
Source noteuspto-grants-1993_07