Реакция #1582

Уравнение реакции

ethyl acetate

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

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title product

N-(5-Amino-4-chloro-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Фильтрацияfiltered through diatomaceous earth
3. 3
   КонцентрированиеThe filtrate is concentrated in vacuo
4. 4
   Другоеto obtain a dark solid
5. 5
   Фильтрацияis filtered through diatomaceous earth
6. 6
   Другоеthe phases are separated
7. 7
   ПромывкаThe organic phase is washed sequentially with saturated sodium hydrogen carbonate solution and brine
8. 8
   Сушкаdried over anhydrous magnesium sulfate
9. 9
   Концентрированиеconcentrated in vacuo

Методика

Iron powder (7.30 g, 130.7 mmol) is added portionwise to a mixture of N-(4-chloro-2-fluoro-5-nitrophenyl)-1-cyclohexene-1,2-dicarboximide (10.6 g, 32.7 mmol) in acetic acid (100 mL) at 65° C. After the addition is complete, the reaction mixture is stirred for 10 minutes, and filtered through diatomaceous earth. The filtrate is concentrated in vacuo to obtain a dark solid. A mixture of the solid in an ethyl acetate/saturated sodium hydrogen carbonate solution is filtered through diatomaceous earth, and the phases are separated. The organic phase is washed sequentially with saturated sodium hydrogen carbonate solution and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as a yellow solid.

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