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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2045861Erstellt: 26. Oktober 2026

Ethyl Acetate → Tert-butyl 5-formylpyrazine-2-carboxylate

https://huagongshe.com/reaction/2045861

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium BicarbonateHCID 516892—
EduktSodium periodateHCID 23667635—
Eduktt-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylateHCID 57475684—
LösungsmittelOxolane--water (1/1)HCID 21881883—
ProduktTert-butyl 5-formylpyrazine-2-carboxylateHCID 57475686—

Reaktionsschritte

Sodium periodate (1.67 g) was added to a solution of t-butyl 5-((E)-2-dimethylamino-vinyl)-pyrazine-2-carboxylate (645 mg) in 50% THF-water (26 mL), and the mixture was stirred at RT for 4 h. A saturated NaHCO3 solution and EtOAc were added to the reaction solution, and the organic layer was separated. The organic layer was washed with a saturated NaCl solution and dried over anhydrous MgSO4. The insoluble matter was separated by filtration and the filtrate was concentrated. The residue was purified by silica gel column chromatography to obtain the title compound (249 mg). 1H-NMR (CDCl3) δ (ppm): 1.68 (s, 9H), 9.25 (d, J=1.2 Hz, 1H), 9.36 (d, J=1.6 Hz, 1H), 10.2 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08592408B2
Quelldatensatzuspto-grants-2013_11
ORD IDord-090684305bae42a5b2c12ca0b0750f07
Quellennotizuspto-grants-2013_11