Reaktion #501072

Reaktionsgleichung

m-Bromoaniline

2-benzoyl-4-oxo-pentanoic acid ethyl ester

tosic acid

→

product

1-(3-Bromophenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic Acid Ethyl Ester

Lösungsmittel

ethanol

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturunder reflux
3. 3
   Waschenwashed with water, 5% sodium bicarbonate and brine
4. 4
   TrocknenThe organic layer was dried over MgSO4
5. 5
   Sonstigethe solids were separated
6. 6
   Sonstigethe solvents evaporated under vacuum
7. 7
   SonstigeThe crude product was recrystallized from ethanol

Vorschrift

m-Bromoaniline (5 mmol, 0.9 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (5 mmol, 1.2 g), and tosic acid were combined in ethanol, then heated under reflux. The resulting oil was resuspended in methylene chloride, then washed with water, 5% sodium bicarbonate and brine. The organic layer was dried over MgSO4, then the solids were separated and the solvents evaporated under vacuum. The crude product was recrystallized from ethanol to yield the named product (m.p. 117.5° C.-119.2° C.).

Quelle