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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420078Generated: November 2, 2026

Citric Acid → 4-[2-(2-Chlorophenyl)-2-oxoethyl]benzoic acid

https://huagongshe.com/reaction/1420078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-[2-(2-chlorophenyl)-2-oxoethyl]benzoateHCID 21837116—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-[2-(2-Chlorophenyl)-2-oxoethyl]benzoic acidHCID 2183714496.7%

Reaction Steps

A mixture of 18.78 g of methyl 4-[2-(2-chlorophenyl)-2-oxoethyl]benzoate in 288.8 ml of CH3OH, 72.2 ml of water and 5.2 g of NaOH is refluxed for 3 hours then acidified with 2N citric acid. The reaction mixture is evaporated in vacuo to remove the CH3OH. The aqueous phase is extracted with CH2Cl2 and acidified with 1N HCl. The resulting solid is collected and dried under vacuum to give 17.27 g of the desired product, m.p. 168°-172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889001
Source datasetuspto-grants-1999_03
ORD IDord-3a0d0b170e9748d987557514e765035e
Source noteuspto-grants-1999_03