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HRID 1789036Erstellt: 24. Oktober 2026

3-Nitrobenzaldehyde → Diethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(trifluoromethyl)-3,5-pyridine-dicarboxylate

https://huagongshe.com/de/reaction/1789036

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-NitrobenzaldehydeHCID 7449—
EduktEthyl 4,4,4-trifluoroacetoacetateHCID 67793—
Edukt2-Butenoic acid, 3-amino-, ethyl esterHCID 95308—
LösungsmittelEthanolHCID 702—
ProduktDiethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(trifluoromethyl)-3,5-pyridine-dicarboxylateHCID 2018933621,3%

Reaktionsschritte

3-Nitrobenzaldehyde (3.0 g, 20 mmoles), ethyl 3-amino-2-butenoate (2.6 g, 20 mmoles) and ethyl 4,4,4-trifluoro-3-oxobutanoate (2.92 ml, 20 mmoles) were heated at reflux in ethanol (25 ml) for 6 hours. The solvent was removed in vacuo and the residue crystallised by the addition of ether/petroleum ether (60°-80°). The resulting solid was recrystallised from ether/petroleum ether (60°-80°) to give the title compound as colourless crystals (1.9 g) mp 120°-1°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04686217
Quelldatensatzuspto-grants-1987_08
ORD IDord-4363dabc83874b53a061e880dad7c775
Quellennotizuspto-grants-1987_08