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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384358Generated: November 1, 2026

Hydrochloric Acid → N-[3,5-Bis(trifluoromethyl)phenyl]-5-ethynyl-2-hydroxybenzamide

https://huagongshe.com/reaction/2384358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantN-[3,5-Bis(trifluoromethyl)phenyl]-2-hydroxy-5-[(trimethylsilyl)ethynyl]benzamideHCID 10343463—
SolventMethanolHCID 887—
ProductN-[3,5-Bis(trifluoromethyl)phenyl]-5-ethynyl-2-hydroxybenzamideHCID 1177317335.9%

Reaction Steps

N-[3,5-Bis(trifluoromethyl)phenyl]-2-hydroxy-5-[(trimethylsilyl)ethynyl]benzamide 233 mg, 0.5 mmol) was dissolved in methanol (1 mL). 2 N sodium hydroxide (1 mL) was added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into 2 N hydrochloric acid and extracted with ethyl acetate. After the ethyl acetate layer was washed with water and brine one after another, dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The obtained residue was crystallized from ethanol-water to give the title compound (67 mg, 35.9%) as a light gray crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263657B2
Source datasetuspto-grants-2012_09
ORD IDord-3bbdeee8881f4c92bd833e9df5398c96
Source noteuspto-grants-2012_09