Reaktion #89970

Reaktionsgleichung

8-Methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

→

title compound

Ausbeute 94.0%

8-Hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

Ausbeute 94.0%

Lösungsmittel

pyridine hydrochloric acid salt

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned in ethyl acetate (400 mL)
2. 2
   workup.DISTILLATIONdistilled water (400 mL)
3. 3
   Extraktionthe aqueous layer was extracted one more time with ethyl acetate (400 mL)
4. 4
   WaschenThe combined organic layer was washed twice with distilled water (100 mL) and once with saturated brine (100 mL) in order
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   EinengenThe organic layer was concentrated under reduced pressure
7. 7
   Sonstigeto yield a product, which
8. 8
   Waschenwashed with a small amount of CPME

Vorschrift

8-Methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound A5-2, 6.58 g, 20.8 mmol) was dissolved in pyridine hydrochloric acid salt (25.0 g), and stirred at 170° C. for 13 hr. The reaction mixture was partitioned in ethyl acetate (400 mL) and distilled water (400 mL), and the aqueous layer was extracted one more time with ethyl acetate (400 mL). The combined organic layer was washed twice with distilled water (100 mL) and once with saturated brine (100 mL) in order, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to yield a product, which was suspended and washed with a small amount of CPME to obtain the title compound as a colorless crystal (5.91 g, 93%).

Quelle