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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177940Generated: October 25, 2026

Water → 4-Ethynylbenzoic acid

https://huagongshe.com/reaction/1177940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 4-ethynylbenzoateHCID 640163—
SolventMethanol--water (1/1)HCID 22242641—
Product4-Ethynylbenzoic acidHCID 58970681.9%

Reaction Steps

LiOH (95.97 mg, 2.2 mmol) was added to a stirred solution of 4-ethynyl-benzoic acid methyl ester (305 mg, 1.9 mmol) in MeOH:H2O (1:1, 6 mL), and the resulting mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated under reduced pressure to get the residue. Cold water was then added, acidified it with conc.HCl and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford 226 mg (81.9% yield) of 4-ethynyl-benzoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842696B2
Source datasetuspto-grants-2010_11
ORD IDord-7dcc3f786f9d404a9c76c6f619b43ad7
Source noteuspto-grants-2010_11