Реакция #40460

Уравнение реакции

Sodium ethoxide

6-chloro-7-fluoro-8-nitro-9H-β-carboline

HCl

→

desired product

Выход 40.0%

6-chloro-7-ethoxy-8-nitro-9H-β-carboline

Выход 40.0%

Растворители

DMSO

water

Условия реакции

Обработка

1. 1
   ЭкстракцияThe aqueous solution was extracted (3×) with EtOAc
2. 2
   СушкаThe combined EtOAc layers were dried
3. 3
   Другоеevaporated
4. 4
   ДругоеThe crude product was purified by flash chromatography

Методика

Sodium ethoxide (232 mg, 3.4 mmol) was added to a solution of 6-chloro-7-fluoro-8-nitro-9H-β-carboline (200 mg, 0.76 mmol) in DMSO (4 ml) and the reaction mixture allowed to stir overnight. The reaction mixture was diluted with water and the pH of the solution was adjusted to about 4 by adding 1N HCl. The aqueous solution was extracted (3×) with EtOAc. The combined EtOAc layers were dried and evaporated. The crude product was purified by flash chromatography to give the desired product in 40-60% yield.

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