Reacción #1973966

Ecuación de reacción

sodium sulfite

pyridinium hydrobromide

4-tert-butyl-2-nitroaniline

water

→

title compound

Rendimiento 94.0%

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

Rendimiento 94.0%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas warmed with a heat gun until all solids
2. 2
   workup.DISSOLUTIONhad dissolved
3. 3
   TemperaturaThe solution was then cooled
4. 4
   workup.ADDITIONAfter addition
5. 5
   workup.STIRRINGAfter stirring for 30 min
6. 6
   Filtraciónthe precipitate was collected by filtration
7. 7
   OtroThe solid obtained
8. 8
   Lavadowas washed with water
9. 9
   workup.DISSOLUTIONdissolved in EtOAc
10. 10
    LavadoWashed with water and brine
11. 11
    SecadoDried over Na2SO4
12. 12
    Filtraciónfiltered
13. 13
    Concentraciónconcentrated under vacuum

Procedimiento

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%).

Fuente