Reaktion #501075

Reaktionsgleichung

tosic acid

3-Methylsulfonylaniline hydrochloride

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

triethylamine

→

product

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

Lösungsmittel

chloroform

ethanol

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 NaSO4
5. 5
   Sonstigethe solids were separated
6. 6
   Sonstigesolvents removed under vacuum
7. 7
   SonstigeThe crude material was purified over silica

Vorschrift

3-Methylsulfonylaniline hydrochloride (5.8 mmol, 1.2 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (5.8 mmol, 1.44 g), triethylamine (5.8 mmol, 0.61 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was resuspended in chloroform, then washed with water, 5% sodium bicarbonate, and brine. The organic layer was dried over NaSO4, then the solids were separated and solvents removed under vacuum. The crude material was purified over silica to yield the named product (m.p. 131° C.-133° C.).

Quelle