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HRID 1733836Erstellt: 26. Oktober 2026

Triethylamine → diethyl 3-(m-chlorophenyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridine-6,7-dicarboxylate

https://huagongshe.com/reaction/1733836

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktAmmonium HydroxideHCID 14923—
Edukt3-Chlorophenylacetic acidHCID 15879—
EduktDiethyl 5-acetyl-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylateHCID 13752508—
LösungsmittelAcetic AnhydrideHCID 7918—
Produktdiethyl 3-(m-chlorophenyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridine-6,7-dicarboxylateHCID 1995819795,1%

Reaktionsschritte

Diethyl 5-acetyl-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate (12.0 g, 0.043 mol), 3-chlorophenyl acetic acid (7.33 g, 0,043 mol) and triethylam ine (6.52 g) are refluxed in 120 mL of acetic anhydride for three hours. The reaction mixture is cooled, poured into 120 mL of ice-cold water and made alkaline to pH 8 with an ammonium hydroxide solution. The crystallin e solid is filtered and washed with water to give (17.0 g, 95%) of the product after drying. Recrystallization from ethyl acetate affords the pure product (13.29, 74% yield), melting point 170°-172° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05532207
Quelldatensatzuspto-grants-1996_07
ORD IDord-c882dd96fdfa458baf18b154ac942719
Quellennotizuspto-grants-1996_07