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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365641Generated: October 30, 2026

Citric Acid → 4-[(3-Chlorophenoxy)methyl]benzoic acid

https://huagongshe.com/reaction/2365641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 4-[(3-chlorophenoxy)methyl]benzoateHCID 40591799—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product4-[(3-Chlorophenoxy)methyl]benzoic acidHCID 584660—

Reaction Steps

A mixture of compound 35c (340 mg, 1.18 mmol) and LiOH (114 mg, 4.74 mmol) in THF/MeOH/H2O (3/3/3 mL) was stirred for 4 h. A 15% citric acid solution (10 mL) was added. The mixture was then extracted with EtOAc (3×). The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The resultant residue, compound 35d (230 mg) was dried under reduced pressure for 18 h and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697683B2
Source datasetuspto-grants-2014_04
ORD IDord-29857a4610ba4c53aafe2c316a2fefe8
Source noteuspto-grants-2014_04