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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336268Generated: October 27, 2026

Lithium Hydroxide → 4-Piperidin-1-yl-3-(trifluoromethyl)benzoic acid

https://huagongshe.com/reaction/336268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 4-piperidin-1-yl-3-(trifluoromethyl)benzoateHCID 67528357—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Piperidin-1-yl-3-(trifluoromethyl)benzoic acidHCID 5960654995%

Reaction Steps

Lithium hydroxide (2.83 g, 67.5 mmol, 2 eq.) was added to a solution of methyl 4-piperidin-1-yl-3-(trifluoromethyl)benzoate (9.7 g, 33.7 mmol, 1 eq.) in THF (50 mL) and water (5 mL) and the reaction mixture was stirred at room temperature for 12 hours. The solvent was removed in vacuo and the residue taken up in water. The aqueous layer was washed with DCM, acidified to pH 2 with conc. HCl and extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulphate and concentrated in vacuo to afford the title compound (3.0 g, 95%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889668B2
Source datasetuspto-grants-2014_11
ORD IDord-6739f98a35a94b6891dd41f7d8c3b4f5
Source noteuspto-grants-2014_11