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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903930Generated: October 30, 2026

4-Bromoanisole → 1-(4-methoxyphenyl)-2-methyl-1H-imidazole

https://huagongshe.com/reaction/903930

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanisoleHCID 7730—
Reactant2-MethylimidazoleHCID 12749—
ReactantPotassiumHCID 5462222—
Catalystcopper(I) bromideHCID 24593—
SolventDimethylformamideHCID 6228—
Product1-(4-methoxyphenyl)-2-methyl-1H-imidazoleHCID 1279710841%

Reaction Steps

A mixture of 16.4 parts of 2-methyl-1H-imidazole, 37.4 parts of 1-bromo-4-methoxybenzene, 1 part of copper (I) bromide, 20 parts of potassium carbonated and 270 parts of N,N-dimethylformamide is stirred and refluxed for one week. The reaction mixture is cooled, poured onto water and the whole is extracted with 2,2'-oxybispropane. The extract is washed twice with a diluted hydrochloric acid solution. The acid aqueous phase is separated and alkalized with sodium hydroxide. The product is extracted twice with 2,2'-oxybispropane. The combined extracts are dried, filtered and evaporated, yielding 4 parts (41%) of 1-(4-methoxyphenyl)-2-methyl-1H-imidazole as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04229460
Source datasetuspto-grants-1980_10
ORD IDord-7902b6606903438c90ee1e4186c2a2ac
Source noteuspto-grants-1980_10