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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473362Generated: November 1, 2026

Imidazole → HCID 86687409, compound

https://huagongshe.com/reaction/1473362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Bromo-3-fluorobenzotrifluorideHCID 142414—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
ProductHCID 86687409HCID 8668740953.3%

Reaction Conditions

Temperature180 °C

Reaction Steps

A microwave vial charged with potassium tert-butoxide (1.108 g, 9.88 mmol), 1H-imidazole (0.672 g, 9.88 mmol), 1-bromo-2-fluoro-4-(trifluoromethyl)benzene (1.180 ml, 8.23 mmol), and 10 mL dioxane was heated to 180° C. in the microwave for 2 hours. LC/MS showed mostly product, so the reaction mixture was poured into water and was extracted with DCM. The organics were dried over MgSO4 and concentrated. The crude residue was purified by silica gel column chromatography (0 to 100% EtOAc/heptane) yielding 1-(2-bromo-5-(trifluoromethyl)phenyl)-1H-imidazole (1.277 g, 4.39 mmol, 53.3% yield). m/z (ESI) 291.9 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012443B2
Source datasetuspto-grants-2015_04
ORD IDord-5b6008d4138547a8acd0b4fc9ccbe250
Source noteuspto-grants-2015_04