Reaktion #1463488

Reaktionsgleichung

nitrobenzene

1-chloroanthraquinone

4-aminophenethyl alcohol

potassium acetate

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeHEPAAQ was prepared by a procedure
2. 2
   SonstigeIn a 250 mL single-necked round-bottom flask equipped with a reflux condenser
3. 3
   SonstigeThe flask was flushed with nitrogen
4. 4
   Temperaturheated
5. 5
   Temperaturto reflux for about 2 hours
6. 6
   FiltrationThe resulting mixture was filtered
7. 7
   SonstigeThe solvent was removed from the filtrate
8. 8
   Waschenthe resultant solid was washed with methanol
9. 9
   SonstigeThe product was purified
10. 10
    workup.DISSOLUTIONby dissolving the dried filtrate in dichloromethane
11. 11
    SonstigeThe solvent was removed from the chromatographed material
12. 12
    Sonstigedried in vacuo

Vorschrift

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.

Quelle