p-Toluenesulfonic acid → 1-(3-Acetylphenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

HRID 842181

Reaktionsgleichung

Reaktionsgleichung von HRID 842181
[NH2:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[CH2:11]([O:13][C:14](=[O:28])[CH:15]([CH2:19][C:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:16](=O)[CH3:17])[CH3:12].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:19]=[C:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:1]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8](=[O:10])[CH3:9])[CH:3]=2)[C:16]=1[CH3:17])=[O:28])[CH3:12]

Komponenten

5

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 74173'-AminoacetophenoneHCID 312893Ethyl 2-acetyl-4-oxo-4-phenylbutanoate

Produkt 1

HCID 102913571-(3-Acetylphenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3′-Aminoacetophenone (5 mmol, 0.7 g), 3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was purified over silica and yielded the named product as a solid (m.p. 102° C.-104° C.).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. customThe resulting oil was purified over silica

Quellen und Nachweise

ORD-Eintrag
ord-21d844b6be9d4ead8f7b8716ebc6bcb6
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06372777B1

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