Reacción #1463488

Ecuación de reacción

nitrobenzene

1-chloroanthraquinone

4-aminophenethyl alcohol

potassium acetate

→

1-[4-[2-hydroxyethyl]phenyl]aminoanthraquinone

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroHEPAAQ was prepared by a procedure
2. 2
   OtroIn a 250 mL single-necked round-bottom flask equipped with a reflux condenser
3. 3
   OtroThe flask was flushed with nitrogen
4. 4
   Temperaturaheated
5. 5
   Temperaturato reflux for about 2 hours
6. 6
   FiltraciónThe resulting mixture was filtered
7. 7
   OtroThe solvent was removed from the filtrate
8. 8
   Lavadothe resultant solid was washed with methanol
9. 9
   OtroThe product was purified
10. 10
    workup.DISSOLUTIONby dissolving the dried filtrate in dichloromethane
11. 11
    OtroThe solvent was removed from the chromatographed material
12. 12
    Otrodried in vacuo

Procedimiento

HEPAAQ was prepared by a procedure described in Lord, M. W.; Peters, A. T.; J. Chem. Soc., Perkins Trans., 1,(20)2305-8, incorporated herein by reference, with a slight modification. In a 250 mL single-necked round-bottom flask equipped with a reflux condenser was placed 1-chloroanthraquinone (10.5 g), 4-aminophenethyl alcohol (11.2 g), potassium acetate (7.87 g), copper acetate (0.46 g), and nitrobenzene (75 mL). The flask was flushed with nitrogen and then heated to reflux for about 2 hours. The resulting mixture was filtered. The solvent was removed from the filtrate, and the resultant solid was washed with methanol. The product was purified by dissolving the dried filtrate in dichloromethane and chromatographing on a silica column using a 10/90 (v/v) acetone/dichloromethane mixture as the eluent. The solvent was removed from the chromatographed material and dried in vacuo.

Fuente