Reaktion #4675

ord-2f8180b087294f358a57f119070003e4

Reaktionsgleichung

CC(=O)Nc1ccc(OCCOC(=O)CC(=O)C=Cc2cccc([N+](=O)[O-])c2)cc1
2-(4-acetylaminophenoxy)-ethyl 2-(3-nitrobenzilidene)acetylacetate
COC(=O)/C=C(/C)N
methyl 3-aminocrotonate
CCO
ethanol
→
COC(=O)C1=C(C)NC(C)=C(C(=O)OCCOc2ccc(NC(C)=O)cc2)C1c1cccc([N+](=O)[O-])c1
2-(4-acetylaminophenoxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate
Ausbeute 68.0%

Edukte

CC(=O)Nc1ccc(OCCOC(=O)CC(=O)C=Cc2cccc([N+](=O)[O-])c2)cc1
2-(4-acetylaminophenoxy)-ethyl 2-(3-nitrobenzilidene)acetylacetate
COC(=O)/C=C(/C)N
methyl 3-aminocrotonate
CCO
ethanol

Reagenzien

Keine

Reaktionsbedingungen

Temperatur
7°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

15 g (0.04 moles) of 2-(4-acetylaminophenoxy)-ethyl 2-(3-nitrobenzilidene)acetylacetate and 4.19 g (0.04 moles) of methyl 3-aminocrotonate are heated for 4 hours under reflux in 40 ml of ethanol. The solution is cooled to 7° C. to obtain 2-(4-acetylaminophenoxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as yellow crystals melting--after recrystallisation in isopropanol--at 202°-204° C. The yield was 68% of the theoretical yield.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04727066uspto-grants-1988_02