Reaktion #1060061

ord-562f6827d7f74f94a1f9f208fcfa8b6a

Reaktionsgleichung

CCO
ethanol
CCOC(=O)CC(=O)C=Cc1cccc([N+](=O)[O-])c1
3-nitrobenzylideneacetoacetic acid ethyl ester
CC(=O)C=C1CCCN1
2-acetylmethylidenepyrrolidine
CC(C)O
isopropanol
→
CCOC(=O)C1=C(C)N2CCCC2=C(C(C)=O)C1c1cccc([N+](=O)[O-])c1
5-methyl-7-(3-nitrophenyl)-8-acetyl-1,2,3,7-tetrahydroindolizine-6-carboxylic acid ethyl ester
Ausbeute 72.0%

Edukte

CCO
ethanol
CCOC(=O)CC(=O)C=Cc1cccc([N+](=O)[O-])c1
3-nitrobenzylideneacetoacetic acid ethyl ester
CC(=O)C=C1CCCN1
2-acetylmethylidenepyrrolidine
CC(C)O
isopropanol

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefor 6 hours

Vorschrift

Boiling a solution of 8.8 g of 3-nitrobenzylideneacetoacetic acid ethyl ester and 4.6 g of 2-acetylmethylidenepyrrolidine in 50 ml of ethanol for 6 hours yields 5-methyl-7-(3-nitrophenyl)-8-acetyl-1,2,3,7-tetrahydroindolizine-6-carboxylic acid ethyl ester of melting point 161° (isopropanol).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04053614uspto-grants-1977_10