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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173227Generated: October 31, 2026

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

https://huagongshe.com/reaction/2173227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
ReactantLithium ChlorideHCID 433294—
Reactant5-Bromo-2-fluorobenzonitrileHCID 2724900—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product3-(3-Cyano-4-fluorophenyl)-1-propeneHCID 24721770—

Reaction Steps

A mixture of compound 5-bromo-2-fluorobenzonitrile (2.5 g, 12.5 mmol), allyl-tributyl-stannane (4.97 g, 12.5 mmol), LiCl (1.6 g, 37.5 mmol) and Pd(PPh3)4 (0.2 g) in anhydrous toluene was refluxed under N2 overnight. Distilled the solution under reduce pressure and the residue was purified with silica gel cloumn chromatography to give the product 2-fluoro-5-(prop-2-en-1-yl)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-19fbc7f826694914b29846a941630961
Source noteuspto-grants-2015_06