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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757341Generated: November 1, 2026

Bromoethene → 5-Ethenyl-1,2,3-trifluorobenzene

https://huagongshe.com/reaction/1757341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoetheneHCID 11641—
Reactant1-Bromo-3,4,5-trifluorobenzeneHCID 611409—
ReactantButyllithiumHCID 178418339—
CatalystNickel DichlorideHCID 24385—
CatalystZinc bromideHCID 10421208—
SolventTetrahydrofuranHCID 8028—
Product5-Ethenyl-1,2,3-trifluorobenzeneHCID 15217121—

Reaction Conditions

Temperature-65 °C

Reaction Steps

A mixture of 1 mol of 3,4,5-trifluorobromobenzene and 3 l of THF is admixed at -70° C. with 1 mol of BuLi. Subsequently, a mixture of 0.5 mol of zinc bromide in 1 l of THF is added to the reaction mixture, and this mixture is stirred for 30 minutes at -65° C. Then 1 mol of vinyl bromide and 0.022 mol of nickel(II) chloride/TPP is added.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05445764
Source datasetuspto-grants-1995_08
ORD IDord-ae280176e84e4338bb2ad0ef6dbd4031
Source noteuspto-grants-1995_08