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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172296Generated: October 31, 2026

Imidazole → HCID 86687409, compound

https://huagongshe.com/reaction/2172296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactant4-Bromo-3-fluorobenzotrifluorideHCID 142414—
ReactantSodium ethoxideHCID 2723922—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductAmmonium HydroxideHCID 149230.1%
ProductHCID 86687409HCID 8668740944.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 1H-imidazole (0.420 g, 6.17 mmol) in 12 mL dioxane was treated with sodium ethoxide (0.441 g, 6.48 mmol) and was allowed to stir for 30 minutes. 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene (0.885 ml, 6.17 mmol) was added and the reaction mixture was heated to 120° C. in a sealed vial overnight. The reaction mixture was poured into water and was extracted with EtOAc. The organics were concentrated and purified directly by reverse phase column chromatography [RediSep Gold C-18 100 g (Teledyne Isco, Lincoln, Nebr.), 10 to 100% (0.1% NH4OH in MeOH)/(0.1% NH4OH in water)] yielding 1-(2-bromo-5-(trifluoromethyl)phenyl)-1H-imidazole (0.400 g, 1.374 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051311B2
Source datasetuspto-grants-2015_06
ORD IDord-f3ea4bdf3c9046368d21e37f68bbae8c
Source noteuspto-grants-2015_06