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

HRID 413887

Reaktionsgleichung

Reaktionsgleichung von HRID 413887
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH2:9]([O:11][C:12](=[O:26])[CH:13]([CH2:17][C:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:14](=O)[CH3:15])[CH3:10].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:9]([O:11][C:12]([C:13]1[CH:17]=[C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:5]([C:4]2[CH:6]=[CH:7][CH:8]=[C:2]([Cl:1])[CH:3]=2)[C:14]=1[CH3:15])=[O:26])[CH3:10]

Komponenten

5

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 79323-ChloroanilineHCID 312893Ethyl 2-acetyl-4-oxo-4-phenylbutanoate

Produkt 1

HCID 98810561-(3-Chlorophenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

m-Chloroaniline (5 mmol, 0.6 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. Upon completion of the reaction, the crude solid was recrystallized from ethanol to afford the desired product (m.p. 99.6° C.-100.5° C.).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. customUpon completion of the reaction
  4. customthe crude solid was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-1a92e81434ad4c28a34a1392b95e7290
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569890B2

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