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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386846Generated: November 1, 2026

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

https://huagongshe.com/reaction/1386846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
Reactant4-ChlorobiphenylHCID 16323—
ReactantItaconic AnhydrideHCID 75110—
ReactantAluminum(III) ChlorideHCID 6451240—
Product2-[2-(4'-Chloro-biphenyl-4-YL)-2-oxo-ethyl]acrylic acidHCID 983931850%

Reaction Conditions

Temperature0 °C

Reaction Steps

21.2 g of anhydrous aluminum chloride are introduced into 50 g of bromobenzene and the mixture is cooled to 0° C. 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 0° C. for two hours and then added to 100 g of ice water. The solid reaction product is filtered off and washed twice with water (50 ml). After recrystallization from ethyl acetate, 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 50% as a colorless, finely crystalline powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265607B1
Source datasetuspto-grants-2001_07
ORD IDord-a4859f2086204f9c9aacc2a3b00a1115
Source noteuspto-grants-2001_07