Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1005405Erstellt: 25. Oktober 2026

Ethyl Acetate → 5-Trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone

https://huagongshe.com/reaction/1005405

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktTrimethylsilylacetyleneHCID 66111—
Edukt5-Bromo-2-hydroxy-4-methyl-3-nitropyridineHCID 21706517—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTriethylamineHCID 8471—
Produkt5-Trimethylsilylethynyl-4-methyl-3-nitro-2-pyridoneHCID 2170649196,4%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 5-bromo-4-methyl-3-nitro-2-pyridone (1.0 g, 2.8 mmol), trimethylsilylacetylene (1.2 mL, 8.5 mmol), bis(triphenylphosphine)Pd(II) chloride (0.100 g) and cuprous iodide (0.025 g) in DMF (4 mL) and triethylamine (2 mL) was heated at 90 ° C. in a sealed tube for 7 hours. Ethyl acetate was added, and the mixture was washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel (40% ethyl acetate/hexane) gave 5-trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone (1.0 g, 2.7 mmol, 96%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06054470
Quelldatensatzuspto-grants-2000_04
ORD IDord-c9f1bf0a91384fa1b2adf3e397b54aee
Quellennotizuspto-grants-2000_04