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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365314Generated: October 31, 2026

Citric Acid → 4-[(3-Chlorophenyl)thio]benzoic acid

https://huagongshe.com/reaction/2365314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 59625879HCID 59625879—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product4-[(3-Chlorophenyl)thio]benzoic acidHCID 15727829—

Reaction Steps

A mixture of compound 30c (320 mg, 1.15 mmol), LiOH (110 mg, 4.59 mmol) in THF/MeOH/H2O (3/3/3 mL) was stirred for 4 h. A 15% aqueous citric acid solution (10 mL) was added. The mixture was then extracted with EtOAc (3×). The combined organic extracts were washed with brine, filtered, dried over Na2SO4, and concentrated under reduced pressure. The resultant residue (compound 30d, 290 mg) was dried under reduced pressure for 18 h and was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697684B2
Source datasetuspto-grants-2014_04
ORD IDord-2b14741c6a4843719a53f3554a9a1981
Source noteuspto-grants-2014_04