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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369413Generated: October 29, 2026

Water → 4-Bromo-2-(4-fluorophenyl)-1-(2-trimethylsilanyl-ethoxymethyl)imidazole

https://huagongshe.com/reaction/1369413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopropanolHCID 3776—
Reactant4,5-dibromo-2-(4-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazoleHCID 18515956—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-2-(4-fluorophenyl)-1-(2-trimethylsilanyl-ethoxymethyl)imidazoleHCID 1851597498%

Reaction Steps

4,5-Dibromo-2-(4-fluorophenyl)-1-(2-trimethylsilanyl-ethoxymethyl)imidazole (10.8 g; 25 mmol) are dissolved in THF (108 ml) and cooled to −78 C under argon. N-BuLi (15.6 ml; 1.6 M) is added under stirring within 15 min. After 30 min at −78 C, isopropanol (7.8 ml; 0.1 mol) is introduced dropwise and the mixture warmed to room temperature. Water is added to the reaction mixture and the aqueous phase extracted three times with ethyl acetate. The combined organic phases are washed with saturated NaCl-solution, dried over Na2SO4, filtered and evaporated to dryness, yielding the title compound as colorless oil (9.1 g; 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579874B2
Source datasetuspto-grants-2003_06
ORD IDord-27ec40cfa6434e8c8dd5011caf528aad
Source noteuspto-grants-2003_06