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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474257Generated: November 3, 2026

Tributylvinyltin → 3-Ethenyl-6-fluoro-2-methylbenzonitrile

https://huagongshe.com/reaction/1474257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
ReactantLithium ChlorideHCID 433294—
Reactant3-Bromo-6-fluoro-2-methylbenzonitrileHCID 66643852—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product3-Ethenyl-6-fluoro-2-methylbenzonitrileHCID 66643866—

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 3-bromo-6-fluoro-2-methylbenzonitrile (8.8 g, 41 mmol), tributyl(vinyl)tin (14.3 g, 45.2 mmol), LiCl (5.20 g, 123 mmol) and Pd(PPh3)4 (2.3 g, 2.0 mmol) in toluene (200 mL) was heated at 100-110° C. under N2 overnight. The mixture was concentrated and the residue was purified by column chromatography to obtain 3-ethenyl-6-fluoro-2-methylbenzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018211B2
Source datasetuspto-grants-2015_04
ORD IDord-bd49f2007c0447449f5b21fd36c523a7
Source noteuspto-grants-2015_04