Reaktion #50670

Reaktionsgleichung

charcoal

N-aminophthalimide

acetonylacetone

p-toluenesulfonic acid

→

desired product

2-(2,5-Dimethyl-1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 1 hour
3. 3
   FiltrationFiltration through a bed of celite
4. 4
   Sonstigegave a solution which
5. 5
   Einengenupon partial concentration

Vorschrift

A stirred suspension of N-aminophthalimide (19.75 g), acetonylacetone (14.3 ml), p-toluenesulfonic acid (5 mg), and toluene (406 ml) was heated at reflux for 1 hour and cooled to room temperature. The reaction mixture was combined with another reaction mixture and the entire mixture decolorized with activated charcoal. Filtration through a bed of celite gave a solution which upon partial concentration resulted in crystallization of the desired product as a solid (11.0 g), m.p. 182.5°-183.5° C.

Quelle