Реакция #1581

Уравнение реакции

N-(4-chloro-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide

nitric acid

→

title product

Выход 101.6%

N-(4-Chloro-2-fluoro-5-nitrophenyl)-1-cyclohexene-1,2-dicarboximide

Выход 101.6%

Растворители

sulfuric acid

Условия реакции

Обработка

1. 1
   Температураwhile maintaining the temperature at 0°-2° C.
2. 2
   workup.ADDITIONpoured onto ice
3. 3
   workup.STIRRINGThe aqueous mixture is stirred for several minutes
4. 4
   Фильтрацияfiltered
5. 5
   Другоеto obtain a solid which
6. 6
   Промывкаis washed with water
7. 7
   Другоеdried

Методика

A mixture of N-(4-chloro-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide (24.4 g, 86.7 mmol) in sulfuric acid (150 mL) is cooled to -3° C., treated dropwise with nitric acid (70% real, 6.70 mL, 104 mmol) while maintaining the temperature at 0°-2° C., stirred at room temperature for 90 minutes, and poured onto ice. The aqueous mixture is stirred for several minutes, and filtered to obtain a solid which is washed with water and dried to give the title product as a white powder (28.6 g, mp 152°-155° C.).

Источник