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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868909Generated: October 27, 2026

Dichloromethane → 4-bromo-1-(4-methoxybenzyl)-1H-imidazole

https://huagongshe.com/reaction/868909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant1H-Imidazole, 4-bromo-HCID 96125—
SolventDimethylformamideHCID 6228—
Product4-bromo-1-(4-methoxybenzyl)-1H-imidazoleHCID 4618555067.2%

Reaction Steps

To a suspension of 5-bromo-1H-imidazole (10 g, 68.5 mmol) and K2CO3 (37.8 g, 274 mmol) in DMF (100 mL) was added 1-(chloromethyl)-4-methoxybenzene (11.8 g, 75.4 mmol) dropwise at room temperature. The resulting mixture was stirred for 16 hours, and then dichloromethane (DCM) was added. The mixture was successively washed with water and brine, dried and concentrated to give a residue that was purified by column chromatography to afford 12.3 g of the desired compound as a solid. LC-MS: m/z 267 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969349B2
Source datasetuspto-grants-2015_03
ORD IDord-d07cceb076964d2a9dc13c23ab2832b1
Source noteuspto-grants-2015_03