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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386847Generated: November 1, 2026

4-Chlorotoluene → 2-[2-(4'-Chloro-biphenyl-4-YL)-2-oxo-ethyl]acrylic acid

https://huagongshe.com/reaction/1386847

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorotolueneHCID 7810—
Reactant4-ChlorobiphenylHCID 16323—
ReactantItaconic AnhydrideHCID 75110—
ReactantAluminum(III) ChlorideHCID 6451240—
Product2-[2-(4'-Chloro-biphenyl-4-YL)-2-oxo-ethyl]acrylic acidHCID 983931870%

Reaction Conditions

Temperature40 °C

Reaction Steps

21.2 g of anhydrous aluminum chloride are introduced into 50 g of p-chlorotoluene and the mixture is heated to 40° C. with stirring. A solid mixture of 8.3 g of itaconic anhydride and 13.2 g of 4-chlorobiphenyl is added in portions in the course of one hour. The reaction mixture is stirred at 40° C. for 30 minutes and then added to 100 g of ice water. The solid reaction product is filtered off and washed twice with water (50 ml). The product is dried at room temperature and about 100 mbar until free of solvent and water. 4-(4′-Chlorobiphenyl-4-yl)-4-keto-2-methylenebutyric acid is obtained in a yield of 70% as a colorless, finely crystalline powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265607B1
Source datasetuspto-grants-2001_07
ORD IDord-7dc1a2d638ed46a9b88ca2914096d488
Source noteuspto-grants-2001_07