Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108062Generated: October 31, 2026

Potassium Carbonate → Ethyl 4-(2-methyl-1H-imidazol-1-yl)benzoate

https://huagongshe.com/reaction/1108062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-MethylimidazoleHCID 12749—
ReactantBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
SolventDimethyl SulfoxideHCID 679—
ProductEthyl 4-(2-methyl-1H-imidazol-1-yl)benzoateHCID 1466435034%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-methylimidazole (50 g, 0.6 mol), ethyl 4-fluorobenzoate (100 g, 0.6 mol) and potassium carbonate (415 g, 3 mol) in dry DMSO (1.5 l ) was heated at 120° C. for 66 hours under a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was poured into ice-cold water (1 l ), and extracted with Et2O (750 ml×2). The organic phase was washed with water (500 ml) and brine (500 ml), dried over MgSO4 and evaporated. The residual solid was recrystallized from ethyl acetate-hexane to give the titled compound (47 g, 33%) as yellow needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06063928
Source datasetuspto-grants-2000_05
ORD IDord-5d42b403e81540ffb98a27144559e735
Source noteuspto-grants-2000_05