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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523109Generated: October 26, 2026

Methyl iodide → 5-Bromo-2-(methoxymethyl)-1-methyl-1H-imidazole

https://huagongshe.com/reaction/523109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant(5-bromo-1-methyl-1H-imidazol-2-yl)methanolHCID 23445171—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-2-(methoxymethyl)-1-methyl-1H-imidazoleHCID 8999560127.4%

Reaction Steps

NaH (60%, 30 mg) was added to a solution of (5-bromo-1-methyl-1H-imidazol-2-yl)methanol (120 mg, 0.63 mmol) in THF (4 mL). After stirring for 15 minutes, iodomethane (35 uL, 0.57 mmol) was added. The resulting solution was stirred at 60° C. under microwave irradiation for 60 minutes. The reaction mixture was diluted with EtOAc, filtered and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with EtOAc to give the title compound as light brown oil (32 mg, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334286B2
Source datasetuspto-grants-2016_05
ORD IDord-9ea0d9571c054d96916eaeea29be3e10
Source noteuspto-grants-2016_05