Reaktion #2289621

Reaktionsgleichung

NaOMe

1-dodecanethiol

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

hydrochloric acid

→

title compound

Ausbeute 194.9%

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

Ausbeute 194.9%

Lösungsmittel

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   WaschenThe organic layer was washed with brine
3. 3
   Trocknendried over sodium sulfate
4. 4
   SonstigeThe drying agent was removed by filtration
5. 5
   Sonstigethe residues obtained
6. 6
   Einengenafter concentration under reduced pressure
7. 7
   workup.ADDITIONwere added with MeOH
8. 8
   workup.DISSOLUTIONafter dissolution
9. 9
   Filtrationwas filtered

Vorschrift

9-Bromo-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound E3-1-1, 1.0 g, 2.53 mmol) was dissolved in NMP (10 mL), added with NaOMe (683 mg, 5 eq.) and 1-dodecanethiol (3.0 mL, 5 eq.), and stirred at 160° C. for 1 hour. The reaction solution was poured into 0.5 N aqueous solution of hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were added with MeOH, and the solid remaining after dissolution was filtered to obtain the title compound (yellow powder, 1.88 g, 65%).

Quelle