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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2213975Erstellt: 26. Oktober 2026

3-Cyanopyridine → 3-(Trimethylsilylethynyl)pyridine

https://huagongshe.com/reaction/2213975

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-CyanopyridineHCID 79—
EduktTrimethylsilylacetyleneHCID 66111—
EduktLithiumHCID 3028194—
EduktButyllithiumHCID 178418339—
EduktHCID 178462446HCID 178462446—
LösungsmittelBenzonitrileHCID 7505—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(Trimethylsilylethynyl)pyridineHCID 410085750%

Reaktionsschritte

The procedure was identical to Example 1, with the exception that 3-cyanopyridine (0.208 g; 2.00 mmol) was used as a substrate instead of benzonitrile and lithium trimethylacetylide (8.00 ml; 4.00 mmol; 0.5 M in THF) was used instead of the in situ derived lithium acetylide made from trimethylsilylacetylene and n-butyllithium. GC analysis of the organic phase of the hydrolyzed reaction sample after 20 h at 65° C. showed the presence of 1.00 mmol (50% yield) of 3-(trimethylsilylethynyl)pyridine and no remaining 3-cyanopyridine in the reaction mixture.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07105707B2
Quelldatensatzuspto-grants-2006_09
ORD IDord-413add957c6c4ebbb468697a624be44e
Quellennotizuspto-grants-2006_09