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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784529Generated: October 30, 2026

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

https://huagongshe.com/reaction/1784529

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 numberUS07504404B2
Source datasetuspto-grants-2009_03
ORD IDord-d44c2f7f507240709e8ec1b0f10585dd
Source noteuspto-grants-2009_03