Reaktion #2367780

Reaktionsgleichung

sodium sulfite

pyridinium hydrobromide

4-tert-butyl-2-nitroaniline

water

→

title compound

Ausbeute 94.0%

2-bromo-4-tert-butyl-6-nitroaniline

Ausbeute 94.0%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas warmed with a heat gun until all solids
2. 2
   workup.DISSOLUTIONhad dissolved
3. 3
   TemperaturThe solution was then cooled
4. 4
   workup.ADDITIONAfter addition
5. 5
   workup.STIRRINGAfter stirring for 30 min
6. 6
   Filtrationthe precipitate was collected by filtration
7. 7
   SonstigeThe solid obtained
8. 8
   Waschenwas washed with water
9. 9
   workup.DISSOLUTIONdissolved in EtOAc
10. 10
    WaschenWashed with water and brine
11. 11
    TrocknenDried over Na2SO4
12. 12
    Filtrationfiltered
13. 13
    Einengenconcentrated under vacuum

Vorschrift

A suspension of 4-tert-butyl-2-nitroaniline (1.033 g, 5.32 mmol) in glacial acetic acid (7.8 mL) was warmed with a heat gun until all solids had dissolved. The solution was then cooled and treated portion wise with pyridinium hydrobromide perbromide (1.96 g, 6.12 mmol). After addition, the solution was stirred at room temperature for 1 h. The mixture was added to water (50 mL) and treated with a small amount of sodium sulfite. After stirring for 30 min, the precipitate was collected by filtration. The solid obtained was washed with water and dissolved in EtOAc. Washed with water and brine. Dried over Na2SO4, filtered and concentrated under vacuum to provide the title compound as a yellow-orange solid (1.36 g, 94%).

Quelle