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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85224Generated: October 30, 2026

Tri(butyl)vinyltin → HCID 59410169, compound

https://huagongshe.com/reaction/85224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri(butyl)vinyltinHCID 53438229—
Reactant3-Bromo-1-(2,6-dimethyl-4-nitrophenyl)pyridin-2(1H)-oneHCID 59410207—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59410169HCID 59410169—

Reaction Conditions

Temperature100 °C

Reaction Steps

132 g (408 mmol) of the compound from Example 59A (alternative synthesis) are dissolved in 1.27 l of anhydrous dioxane, 136 g (428 mmol) of tributylvinyltin and 9.44 g (8.17 mmol) of tetrakis(triphenylphosphine)palladium are added and the mixture is stirred at 100° C. for 4 h. The mixture is allowed to cool and filtered through kieselguhr. The mixture is concentrated to dryness under reduced pressure. The residue is dissolved in dichloromethane and purified by chromatography on silica gel (petroleum ether/ethyl acetate 9:1, then 8:2, then 7:3). The product-containing fractions are combined, the solvents are removed and the residue is triturated with petroleum ether/diethyl ether (10:1). This gives 83 g (75% of theory) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846934B2
Source datasetuspto-grants-2014_09
ORD IDord-bcf33cd5bdb04c018e91b58286049711
Source noteuspto-grants-2014_09