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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436136Generated: October 30, 2026

Ethyl Acetate → 3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

https://huagongshe.com/reaction/1436136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-DifluorobenzaldehydeHCID 588088—
ReactantHCID 178418800HCID 178418800—
SolventDimethylformamideHCID 6228—
Product3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 7070084217.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3,4-difluorobenzaldehyde (40.0 g) in DMF (533 mL), 4-methylimidazole (46.4 g) and potassium carbonate (78.0 g) were added at room temperature, and the reaction solution was stirred at 90° C. for six hours. The reaction solution was left to cool to room temperature. Ethyl acetate was added to the reaction solution, which was then sequentially washed with water and brine. The resulting organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) and solidified with tert-butyl methyl ether to obtain 10.1 g of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618960B2
Source datasetuspto-grants-2009_11
ORD IDord-4678db608b7a4b12b2a879cc8a586d71
Source noteuspto-grants-2009_11