Reaktion #64268

Reaktionsgleichung

toluene

4-aminophenol

4-phenylethynyl-4'-fluorobenzophenone

potassium carbonate

→

desired product

Ausbeute 85.0%

4-(4-Aminophenoxy)-4'-phenylethynylbenzophenone

Ausbeute 85.0%

Lösungsmittel

DMAc

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a 250 mL flask equipped with nitrogen inlet
2. 2
   TemperaturDean-Stark trap, and reflux condenser
3. 3
   Temperaturcooled to room temperature
4. 4
   Filtrationthe resulting light yellow powder was collected by filtration
5. 5
   SonstigeRecrystallization from toluene

Vorschrift

In a 250 mL flask equipped with nitrogen inlet, overhead stirring assembly, Dean-Stark trap, and reflux condenser were placed 4-aminophenol (5.46 g, 0.05 mol), 4-phenylethynyl-4'-fluorobenzophenone (15.02 g, 0.05 mol), potassium carbonate (7.6 g, 0.055 mol), toluene (20 mL), and DMAc (45 mL). The mixture was heated to 150° C. for 2 h, then cooled to room temperature. The reaction mixture was poured into water and the resulting light yellow powder was collected by filtration. Recrystallization from toluene afforded the desired product in 85% yield: m.p. 151°-153° C. IR (KBr); 3382 and 3314 cm-1 (NH2); 3049, 1599, and 1509 cm-1 (aromatic C--H); 2217 cm-1 (C=C); and 1645 cm-1 (C=O): Mass Spec. m/e (relative intensity): M+, 389.4 (100); FW=389.44 g/mol.

Quelle