Reaktion #1582

Reaktionsgleichung

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

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Filtrationfiltered through diatomaceous earth
3. 3
   EinengenThe filtrate is concentrated in vacuo
4. 4
   Sonstigeto obtain a dark solid
5. 5
   Filtrationis filtered through diatomaceous earth
6. 6
   Sonstigethe phases are separated
7. 7
   WaschenThe organic phase is washed sequentially with saturated sodium hydrogen carbonate solution and brine
8. 8
   Trocknendried over anhydrous magnesium sulfate
9. 9
   Einengenconcentrated in vacuo

Vorschrift

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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