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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183199Generated: October 31, 2026

Methyl iodide → 4-(4-Bromophenyl)-1-methyl-1H-imidazole

https://huagongshe.com/reaction/1183199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantHCID 178419352HCID 178419352—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Bromophenyl)-1-methyl-1H-imidazoleHCID 5324929185%

Reaction Steps

To a solution of Step 1 product (3.1 g, 13.90 mmol) in 50 mL of THF was added iodomethane (1.74 mL, 27.8 mmol) and cesium carbonate (5.43 g, 16.68 mmol). The reaction was stirred at rt overnight. EtOAc (150 mL) was added to the reaction, and the mixture was washed with water (2 times) and brine, dried over MgSO4, and concentrated to dryness. The residue was purified by silica column (10-80% EtOAc in hexanes) to give 2.8 g (yield 85%) 4-(4-bromophenyl)-1-methyl-1H-imidazole. LCMS: [M+1]+=237.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664253B2
Source datasetuspto-grants-2014_03
ORD IDord-44a9247b76874846b8c3c10dc2ebc5ac
Source noteuspto-grants-2014_03