Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 274216Erstellt: 26. Oktober 2026

Tetrahydrofuran → 3-Pyridinecarboxylic acid, 2-(4-methoxybenzoyl)-

https://huagongshe.com/reaction/274216

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktAmmonium ChlorideHCID 25517—
EduktFuro[3,4-b]pyridine-5,7-dioneHCID 69688—
EduktHCID 178491912HCID 178491912—
LösungsmittelHydrochloric AcidHCID 313—
Produkt3-Pyridinecarboxylic acid, 2-(4-methoxybenzoyl)-HCID 1133436827,8%

Reaktionsschritte

To a THF (15 ml) solution of pyridine-2,3-dicarboxylic acid anhydride (1.0 g, 6.7 mmol) was added dropwise a THF solution of 4-methoxyphenylmagnesium bromide (0.89M, 8.0 ml, 7.1 mmol) at -78° C. The reaction mixture was stirred at the same temperature for 1 h and then a saturated aqueous solution of NH4Cl (20 ml) was added to quench the reaction. The reaction mixture was diluted with 1N HCl and extracted with AcOEt. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (E. Merck, Kieselgel 60/chloroform:methanol=10:1) to give 2-(4-methoxyphenylcarbonyl)-3-pyridine carboxylic acid (479 mg) as a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05389620
Quelldatensatzuspto-grants-1995_02
ORD IDord-b52f5b32182147ada5b88506affe7b8f
Quellennotizuspto-grants-1995_02