Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421054Generated: November 4, 2026

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

https://huagongshe.com/reaction/421054

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 numberUS08097759B2
Source datasetuspto-grants-2012_01
ORD IDord-dd96188744524987ad3aa14ed86abe48
Source noteuspto-grants-2012_01