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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468131Generated: October 30, 2026

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

https://huagongshe.com/reaction/468131

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 numberUS08623858B2
Source datasetuspto-grants-2014_01
ORD IDord-6ac3e441072c4addbb86ac3971d9799f
Source noteuspto-grants-2014_01