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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1524636Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1524636

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
PatentnummerUS09079914B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-02f46a04c0924defb0f18cdcf8eff527
Quellennotizuspto-grants-2015_07