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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513124Generated: November 3, 2026

Citric Acid → {2-Chloro-4-[3-(4-chloro-phenylethynyl)-5-(3-piperidin-1-yl-propoxy)phenylsulfanyl]-phenoxy}-acetic Acid

https://huagongshe.com/reaction/1513124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
Reactant{2-Chloro-4-[3-(4-chloro-phenylethynyl)-5-(3-piperidin-1-yl-propoxy)-phenylsulfanyl]-phenoxy}-acetic Acid Ethyl EsterHCID 67171140—
SolventEthanolHCID 702—
Product{2-Chloro-4-[3-(4-chloro-phenylethynyl)-5-(3-piperidin-1-yl-propoxy)phenylsulfanyl]-phenoxy}-acetic AcidHCID 11990756—

Reaction Steps

{2-Chloro-4-[3-(4-chloro-phenylethynyl)-5-(3-piperidin-1-yl-propoxy)-phenylsulfanyl]-phenoxy}-acetic acid ethyl ester (275 mg; 0.46 mmol) was dissolved in ethanol (15 mL) and aqueous 1N sodium hydroxide (3 mL) was added. The reaction mixture was stirred for 16 h, acidified with 5% aqueous citric acid, and extracted with ethyl acetate. The organic phase was dried and evaporated to dryness. Yield: 200 mg. HPLC-MS: m/z: 570.0 (M+); Rt: 2.07 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217086B2
Source datasetuspto-grants-2012_07
ORD IDord-00cbc63e95654afc86f93936b403745d
Source noteuspto-grants-2012_07