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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722466Generated: October 31, 2026

Imidazole → 4-(1H-imidazol-1-yl)benzaldehyde

https://huagongshe.com/reaction/722466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium CarbonateHCID 11430—
Reactant4-FluorobenzaldehydeHCID 68023—
SolventDimethylformamideHCID 6228—
Product4-(1H-imidazol-1-yl)benzaldehydeHCID 736530—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 20 g (161.1 mmol) of p-fluorobenzaldehyde in 300 ml of DMF, 19.8 g (290.8 mmol) of imidazole and 44.5 g (322.24 mmol) of potasium carbonate are step by step added at r.t. After being stirred for 5.5 h at 100° C., the reaction mixture is cooled to r.t., diluted with ice water and then the mixture is extracted with AcOEt and CH2Cl2. The combined extracts are concentrated under reduced pressure to give 4-imidazol-1-yl-benzaldehyde as a pale yellow powder. 1H-NMR (400 MHz, CDCl3): 7.26 (s, 1H), 7.38 (2, 1H), 7.59 (d, 2H, J=8.56 Hz), 7.98 (s, 1H), 8.02 (d, 2H, J=8.56 Hz), 10.05 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138432B1
Source datasetuspto-grants-2006_11
ORD IDord-ce5719ff673f4aa2894a8244c5150988
Source noteuspto-grants-2006_11