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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16328Generated: October 25, 2026

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

https://huagongshe.com/reaction/16328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-DifluorobenzaldehydeHCID 588088—
ReactantHCID 178418800HCID 178418800—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 7070084217.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

4-Methylimidazole (46.4 g) and potassium carbonate (78.0 g) were added to a DMF solution (533 mL) of 3,4-difluorobenzaldehyde (40.0 g) at room temperature. This reaction solution was stirred at 90° C. for 6 hr and then was allowed to cool to room temperature. To the reaction solution, ethyl acetate and water were added. The organic layer was separated, washed with saturated saline, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: heptane-ethyl acetate system) and further solidified with tert-butylmethylether to give 10.1 g of the title compound. The physical property values of this compound were as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737141B2
Source datasetuspto-grants-2010_06
ORD IDord-c7bc762f2f1545c5a7b5de280b391cda
Source noteuspto-grants-2010_06