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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250279Generated: November 2, 2026

Tributylvinyltin → 3-Methyl-4-vinylbenzonitrile

https://huagongshe.com/reaction/1250279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
Reactant4-Bromo-3-methylbenzonitrileHCID 2737494—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product3-Methyl-4-vinylbenzonitrileHCID 18327891—

Reaction Steps

0.75 g (0.65 mmol) of tetrakis(triphenylphosphine)palladium(0) was added to a solution of 5.1 g (0.026 mol) of 4-bromo-3-methylbenzonitrile and 8.3 g (0.026 mol) of vinyltributyltin in 250 mL of toluene under argon, and the reaction was heated at reflux overnight. The mixture was filtered through a layer of celite and evaporated. The residue was flash chromatographed on silica gel with heptane:EtOAc (1:1) as eluant. Yield: 4.0 g (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06337394B2
Source datasetuspto-grants-2002_01
ORD IDord-49de23461ecc4f7091063c4777cfbca5
Source noteuspto-grants-2002_01