Реакция #90096

Уравнение реакции

4-(6,6-dimethyl-2-nitro-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-8-yl oxy)-piperidine-1-carboxylic acid tert-butyl ester

ammonium chloride

→

title compound

Выход 118.5%

4-(2-Amino-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-8-yl oxy)-piperidine-1-carboxylic acid tert-butyl ester

Выход 118.5%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   workup.DISTILLATIONdistilled water (4 ml)
2. 2
   workup.ADDITIONwere added
3. 3
   ДругоеUpon the completion of the reaction, insoluble matters
4. 4
   Фильтрацияwere filtered off
5. 5
   Экстракцияthe filtrate was extracted with ethyl acetate
6. 6
   ПромывкаThe organic layer was washed with brine
7. 7
   Сушкаdried over sodium sulfate
8. 8
   ДругоеThe drying agent was removed by filtration
9. 9
   Другоеthe residues obtained
10. 10
    Концентрированиеafter concentration under reduced pressure
11. 11
    Другоеwere purified by silica gel column chromatography (ethyl acetate/hexane)

Методика

To the ethanol (8 ml) suspension of 4-(6,6-dimethyl-2-nitro-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-8-yl oxy)-piperidine-1-carboxylic acid tert-butyl ester (Compound P4, 103 mg, 0.204 mmol), iron powder (228 mg, 20 eq.), ammonium chloride (109 mg, 10 eq.), and distilled water (4 ml) were added and the mixture was stirred at 90° C. for 30 min. Upon the completion of the reaction, insoluble matters were filtered off, and the filtrate was 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 purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (115 mg, 57%).

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