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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447174Generated: October 29, 2026

Methyl iodide → 4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(4-fluoro-phenyl)-2-methyl-1H-imidazole

https://huagongshe.com/reaction/447174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(4-fluoro-phenyl)-1H-imidazoleHCID 131726174—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(4-fluoro-phenyl)-2-methyl-1H-imidazoleHCID 131726173—

Reaction Conditions

Temperature-25 °C

Reaction Steps

4-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(4-fluoro-phenyl)-1H-imidazole is dissolved in THF and cooled to −78° C. n-Butyl lithium in hexane is added dropwise. The reaction mixture is warmed up to −25° C., kept at −25° C. for 10 min and then cooled again to −78° C. Iodomethane is added dropwise. The reaction mixture is slowly warmed up to room temperature and stirred at room temperature overnight. The desired compound 4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(4-fluoro-phenyl)-2-methyl-1H-imidazole is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481548B2
Source datasetuspto-grants-2013_07
ORD IDord-2d9335f638664b2cba2a9c3ae06b031c
Source noteuspto-grants-2013_07