Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732203Generated: October 30, 2026

Hydrochloric Acid → 3-{2-Fluoro-4-[(4-{1-[(4-phenyl-1,3-thiazol-2-yl)thio]butyl}benzyl)oxy]phenyl}propanoic acid

https://huagongshe.com/reaction/732203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-{2-fluoro-4-[(4-{1-[(4-phenyl-1,3-thiazol-2-yl)thio]butyl)benzyl)oxy]phenyl)propanoateHCID 23143245—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product3-{2-Fluoro-4-[(4-{1-[(4-phenyl-1,3-thiazol-2-yl)thio]butyl}benzyl)oxy]phenyl}propanoic acidHCID 2314326897%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl 3-{2-fluoro-4-[(4-{1-[(4-phenyl-1,3-thiazol-2-yl)thio]butyl}benzyl)oxy]phenyl}propanoate (0.130 g, 0.236 mmol) in a mixture of ethanol (0.5 mL) and tetrahydrofuran (1 mL) was added 2N aqueous sodium hydroxide solution (0.25 mL) and the mixture was stirred at 50° C. for 3 hr. Water was added to the reaction mixture, and the mixture was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=20:80-70:30) to give the title compound (0.119 g, yield 97%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585880B2
Source datasetuspto-grants-2009_09
ORD IDord-db09b5093de84474a3dd7cd5ff67e65e
Source noteuspto-grants-2009_09