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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361761Generated: November 2, 2026

Acetic Acid → 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid

https://huagongshe.com/reaction/2361761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfuric AcidHCID 1118—
Reactant3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl esterHCID 57691397—
SolventWaterHCID 962—
Product3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acidHCID 5769139650%

Reaction Steps

A mixture of 3-(4-bromo-phenyl)-3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl ester (1.91, 4.87 mmol), acetic acid (10 ml), concentrated sulfuric acid (5 ml) and water (5 ml) were refluxed for 2 hours. Reaction mixture was poured into iced water and extracted with ethyl acetate. The organic layer was separated, dried (MgSO4), filtered and concentrated, the crude product was purified over flash silica chromatography eluting with ethyl acetate/petroleum ether (1:1) to afford the desired product (0.82 g, 50% yield). LC/MS: (PS-A2) Rt 3.39 [M+H]− 338.86.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691806B2
Source datasetuspto-grants-2014_04
ORD IDord-58eedd880e6d4357a34b56a3da192e07
Source noteuspto-grants-2014_04