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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519627Generated: November 4, 2026

Allyltributylstannane → 3-(4-Cyano-3-fluorophenyl)-1-propene

https://huagongshe.com/reaction/1519627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
ReactantLithium ChlorideHCID 433294—
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product3-(4-Cyano-3-fluorophenyl)-1-propeneHCID 24721766—

Reaction Steps

To a solution of 4-bromo-2-fluorobenzonitrile (5.0 g, 13 mmol) in 100 ml of toluene was added LiCl (1.7 g, 39 mmol), Pd(PPh3)4 (400 mg), Allyl tributyltin (5.2 g, 16 mmol), and then the mixture was heated to reflux overnight. After the reaction was completed, the reaction solution was diluted with EtOAc and filtered. The filtrate was concentrated and purified with silica gel column chromatograph to give crude 4-allyl-2-fluorobenzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073882B2
Source datasetuspto-grants-2015_07
ORD IDord-6223a6ff3b2544d99f8a85a3b0741f59
Source noteuspto-grants-2015_07