Reaktion #629420

ord-63c59fe2f9294f87ac15facd2956ea68

Reaktionsgleichung

CC(=O)Nc1ccc(C(=O)OCCOC(=O)CC(=O)C=Cc2cccc([N+](=O)[O-])c2)cc1
2-(4-acetylaminobenzoyloxy)ethyl 2-(3-nitrobenzylidene)acetylacetate
COC(=O)/C=C(/C)N
methyl 3-aminocrotonate
CCO
ethanol
→
COC(=O)C1=C(C)NC(C)=C(C(=O)OCCOC(=O)c2ccc(NC(C)=O)cc2)C1c1cccc([N+](=O)[O-])c1
2-(4-acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate
Ausbeute 94.0%

Edukte

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

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

20 g (0.05 moles) of 2-(4-acetylaminobenzoyloxy)ethyl 2-(3-nitrobenzylidene)acetylacetate and 5.23 g (0.05 moles) of methyl 3-aminocrotonate are heated under reflux in 45 ml of ethanol for 8 hours. The solution is then cooled to room temperature to obtain 2-(4-acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as a yellow powder melting at 190°-193° C. The yield is 94% of the theoretical yield.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04656181uspto-grants-1987_04