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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104405Generated: October 30, 2026

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

https://huagongshe.com/reaction/2104405

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 the solution, followed by stirring at room temperature for 90 minutes. After insoluble matter precipitated was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1), to thereby give the title compound (5.54 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576135B2
Source datasetuspto-grants-2009_08
ORD IDord-c683b2fa3f234b6f9596b2ebe3406160
Source noteuspto-grants-2009_08