Reaktion #1358929

Reaktionsgleichung

1-Chloro-2,5-difluoro-4-nitrobenzene

→

4-chloro-2,5-difluoroaniline

Lösungsmittel

acetic acid

—

1L

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped
2. 2
   Temperaturwith cooling condenser
3. 3
   workup.WAIToccurred in less than 30 min
4. 4
   Temperaturgenerated much heat that
5. 5
   Sonstigewas absorbed by a cooling bath
6. 6
   workup.ADDITIONAfter that, ethyl acetate (300 ml) was added
7. 7
   Filtrationthe mixture filtered
8. 8
   WaschenThe solution was washed with water
9. 9
   Trocknendried over sodium sulfate
10. 10
    SonstigeThe product was purified by column chromatography (silica gel, hexane:ethyl acetate, 4:1) (14.3 g)

Vorschrift

1-Chloro-2,5-difluoro-4-nitrobenzene (XXXVIII) (17.5 g) was dissolved in acetic acid (150 ml) in a 1L 3-neck round bottom flask equipped with cooling condenser. To it iron powder (35.0 g) was added slowly while the solution was stirred by an overhead stirrer. The reaction was exothermic which occurred in less than 30 min and generated much heat that was absorbed by a cooling bath. After that, ethyl acetate (300 ml) was added and the mixture filtered. The solution was washed with water and dried over sodium sulfate. The product was purified by column chromatography (silica gel, hexane:ethyl acetate, 4:1) (14.3 g). 1H NMR (CDCl3, 300 MHz) 3.89 (2H, br), 6.56 (1H, m), 7.02 (1H, m) ppm.

Quelle