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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 452222Erstellt: 24. Oktober 2026

Tri(butyl)vinyltin → 1-(2-Methoxy-4-nitrophenyl)-3-vinylpyridin-2(1H)-one

https://huagongshe.com/de/reaction/452222

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTri(butyl)vinyltinHCID 53438229—
Edukt3-Bromo-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-oneHCID 59410145—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-(2-Methoxy-4-nitrophenyl)-3-vinylpyridin-2(1H)-oneHCID 59410176—

Reaktionsschritte

100 g (308 mmol) of the compound from Example 28A are dissolved in 1.4 l of anhydrous dioxane, and 8.9 g (7.7 mmol) of tetrakis(triphenylphospine)palladium and 117 g (370 mmol) of tributylvinyltin are added. The mixture is heated at reflux for 16 h. The reaction solution is then allowed to cool and filtered through kieselguhr. The filtrates are concentrated to dryness under reduced pressure. The residue is chromatographed on silica gel using a gradient of cyclohexane and ethyl acetate. The product-containing fractions are combined and concentrated to dryness under reduced pressure. Petroleum ether is added until crystallization sets in. The crystals are filtered off and dried under reduced pressure. This gives 37 g (41% of theory) of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08487111B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-327289a083b04419be65ffcc192100fd
Quellennotizuspto-grants-2013_07