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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732192Generated: October 30, 2026

Hydrochloric Acid → 3-[4-({3-[[(4-Phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoic acid

https://huagongshe.com/reaction/732192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 3-[4-({3-[[(4-phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoateHCID 23143254—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-[4-({3-[[(4-Phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoic acidHCID 2314325775%

Reaction Steps

To a mixture of methyl 3-[4-({3-[[(4-phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoate (360 mg, 0.72 mmol), ethanol (5 mL) and tetrahydrofuran (5 mL) was added 2N aqueous sodium hydroxide solution (2 mL) and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with water, neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4-4:1 in volume ratio) to give the title compound (262 mg, yield 75%) as colorless prism crystals (recrystallized from acetone-heptane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585880B2
Source datasetuspto-grants-2009_09
ORD IDord-2bae3ae2c21847fdbc14fd37fd841100
Source noteuspto-grants-2009_09