Reacción #90061

Ecuación de reacción

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

Rendimiento 194.9%

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

Rendimiento 194.9%

Disolventes

NMP

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with saturated brine
3. 3
   Secadodried over sodium sulfate
4. 4
   OtroThe drying agent was removed by filtration
5. 5
   Otrothe residues obtained
6. 6
   Concentraciónafter concentration under reduced pressure
7. 7
   workup.ADDITIONwere added with MeOH
8. 8
   workup.DISSOLUTIONafter dissolution
9. 9
   Filtraciónwas filtered

Procedimiento

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 hr. The reaction solution was added to 0.5 N aqueous solution of hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with saturated 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%).

Fuente