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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099452Generated: November 2, 2026

Sodium Hydroxide → 3-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzoic acid

https://huagongshe.com/reaction/2099452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
Reactant3-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzonitrileHCID 67214643—
Product3-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzoic acidHCID 67214325—

Reaction Conditions

Temperature95 °C

Reaction Steps

A solution of 3-(2-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzonitrile (Example 91a; 16.7 g, 66 mmol) in dioxane (300 mL) is added to an aqueous solution of sodium hydroxide (275 mL of 1 M) and the mixture is heated at 95° C. for 18 h. The solvent is evaporated off under reduced pressure and the residue is neutralised with hydrochloric acid (1 M) and extracted with butanol (2×250 mL). The solvent is evaporated of under reduced pressure to give the title compound. 1H-NMR (400 MHz, DMSO-d6, δ): 7.17 (s, 1H); 8.03 (s, 1H); 8.12 (s, 1H); 8.35 (s, 1H); 8.41 (s, 1H); 8.53 (s, 1H); 13.90 (br., 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569566B2
Source datasetuspto-grants-2009_08
ORD IDord-a3b94597515044f29593aa9d8f51a0d5
Source noteuspto-grants-2009_08