Ethyl 4-methyl-3-(2-nitrophenyl)-1H-pyrrole-2-carboxylate → HCID 178430818, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-])=O)=[C:4]([C:7](OCC)=[O:8])[NH:5][CH:6]=1>CC(O)=O.[Fe]>[CH3:1][C:2]1[C:3]2[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:18]=[C:7]([OH:8])[C:4]=2[NH:5][CH:6]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A solution of ethyl 4-methyl-3-(2-nitrophenyl)-1H-pyrrole-2-carboxylate (3.2 g, 11.67 mmol) in AcOH (117 mL) was treated at 20° C. with iron dust (6.52 g, 117 mmol). The reaction mixture was heated at 100° C. for 3 h. The white precipitate was removed by filtration, and the filtrates were concentrated to give a residue that was purified on silica gel (gradient elution, 50-100% MeOH/acetone) to afford the title compound (2.0 g, 86%) as a solid. LCMS (ES+) m/z 199 (M+H)+.