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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392772Generated: November 3, 2026

4-Chlorobenzaldehyde → 1-Chloro-4-(2,2-dibromoethenyl)benzene

https://huagongshe.com/reaction/1392772

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
SolventDichloromethaneHCID 6344—
Product1-Chloro-4-(2,2-dibromoethenyl)benzeneHCID 642298193.5%

Reaction Steps

4-Chlorobenzaldehyde (2.81 g) was dissolved in methylene chloride (300 ml), and carbon tetrabromide (13.3 g) and triphenylphosphine (21.0 g) were added to stir the mixture at room temperature for 90 minutes. After insoluble matter deposited was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=20:1) to obtain the title compound (5.54 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07342014B2
Source datasetuspto-grants-2008_03
ORD IDord-038ee91b26fd4cf682b70a022739b592
Source noteuspto-grants-2008_03