Reaktion #929362

ord-872fa4e819a249b38b0fdd127ee84d60

Reaktionsgleichung

CC(=O)c1cccc(N)c1
3′-Amino-acetophenone
CCOC(=O)C(CC(C)=O)C(=O)c1ccccc1
2-benzoyl-4-oxo-pentanoic acid ethyl ester
Cc1ccc(S(=O)(=O)O)cc1
tosic acid
→
CCOC(=O)c1cc(C)n(-c2cccc(C(C)=O)c2)c1-c1ccccc1
product
CCOC(=O)c1cc(C)n(-c2cccc(C(C)=O)c2)c1-c1ccccc1
1-(3-Acetylphenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

Edukte

CC(=O)c1cccc(N)c1
3′-Amino-acetophenone
CCOC(=O)C(CC(C)=O)C(=O)c1ccccc1
2-benzoyl-4-oxo-pentanoic acid ethyl ester
Cc1ccc(S(=O)(=O)O)cc1
tosic acid

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturheated
  2. 2
    Temperaturunder reflux
  3. 3
    SonstigeThe residual oil was purified over silica

Vorschrift

3′-Amino-acetophenone (5 mmol, 0.7 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The residual oil was purified over silica and yielded the named product (m.p. 100° C.-102° C.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06372777B1uspto-grants-2002_04