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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268911Generated: November 1, 2026

Hydrochloric Acid → 3-Methyl-4-(trifluoromethyl)benzoic acid

https://huagongshe.com/reaction/268911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
Reactant3-Methyl-4-(trifluoromethyl)benzonitrileHCID 57468696—
Solventtert-Butyl methyl etherHCID 15413—
Product3-Methyl-4-(trifluoromethyl)benzoic acidHCID 66650448—

Reaction Conditions

Temperature23 °C

Reaction Steps

A mixture of 3-methyl-4-trifluoromethyl-benzonitrile from step 5 (16.25 g, 88 mmol) and 3 N NaOH (88 mL, 264 mmol) in dioxane (90 mL) was refluxed for 18 h. The mixture was cooled to 23° C., diluted with TBME, acidified with 1 N HCl to pH 1 and extracted twice with TBME. The combined organic layers were washed with brine, dried over MgSO4. Removal of the solvent in vacuum left the title compound as an off white solid (14.46 g, 81%), which was used without further purification. MS (ISN) 203.1 [M−H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446113B2
Source datasetuspto-grants-2008_11
ORD IDord-d580b67470f14d81b613d20b78bf94b6
Source noteuspto-grants-2008_11