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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877239Generated: October 28, 2026

Hydrochloric Acid → 4,4,4-Trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoic acid

https://huagongshe.com/reaction/877239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
Reactantethyl 4,4,4-trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoateHCID 58136395—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4,4,4-Trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoic acidHCID 58136626—

Reaction Steps

Under argon, 270 mg (0.66 mmol) of ethyl 4,4,4-trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoate were dissolved in 1 ml each of THF, methanol and water, and 69.9 mg (1.66 mmol) of lithium hydroxide were added. The mixture was stirred at RT overnight. The reaction mixture was diluted with water and acidified with 1 N hydrochloric acid, and the resulting precipitate was filtered off with suction. The solid was washed with water until the washings remained neutral. This gave 222 mg (88.3% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987256B2
Source datasetuspto-grants-2015_03
ORD IDord-7509ab0e2426400c9ef107b4a15f6fed
Source noteuspto-grants-2015_03