Reacción #1582

Ecuación de reacción

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

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Filtraciónfiltered through diatomaceous earth
3. 3
   ConcentraciónThe filtrate is concentrated in vacuo
4. 4
   Otroto obtain a dark solid
5. 5
   Filtraciónis filtered through diatomaceous earth
6. 6
   Otrothe phases are separated
7. 7
   LavadoThe organic phase is washed sequentially with saturated sodium hydrogen carbonate solution and brine
8. 8
   Secadodried over anhydrous magnesium sulfate
9. 9
   Concentraciónconcentrated in vacuo

Procedimiento

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.

Fuente