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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441744Generated: October 31, 2026

Acetic Acid → 4-(4-methyl-1H-imidazole-1-yl)-3-(trifluoromethyl)benzoic acid

https://huagongshe.com/reaction/1441744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
Reactant4-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzonitrileHCID 68677123—
Product4-(4-methyl-1H-imidazole-1-yl)-3-(trifluoromethyl)benzoic acidHCID 68678664—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzonitrile (1.01 g, 4 mmol), 6 mL of acetic acid and 3 mL of 12 M hydrochloric acid (37%) is shaken for 16 hours at 95° C. After cooling, the reaction mixture is evaporated to dryness under reduced pressure. The resulting residue is evaporated twice with toluene, dissolved in water and the pH is adjusted to ˜5-6 by dropwise addition of 1M sodium hydroxide solution. The aqueous phase is extracted twice with ethyl acetate. The organic phase is dried (Na2SO4) and evaporated to yield the title compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655669B2
Source datasetuspto-grants-2010_02
ORD IDord-76403a98352d43aa901a121e4f79fe8b
Source noteuspto-grants-2010_02