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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436137Generated: November 1, 2026

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

https://huagongshe.com/reaction/1436137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-DifluorobenzaldehydeHCID 588088—
ReactantHCID 178418800HCID 178418800—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 7070084214.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

3,4-Difluorobenzaldehyde (30.0 g) was dissolved in DMF (400 mL), and 4-methyl-1H-imidazole (34.8 g) and potassium carbonate (58.5 g) were added to the solution at room temperature. The reaction solution was stirred at 90° C. for six hours. The reaction solution was left to cool to room temperature. Then, ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, 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), solidified with tert-butyl methyl ether, and separated by filtration to obtain 6.28 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-2139535505da4d458c996a1b3e7ddebe
Source noteuspto-grants-2009_11