Reacción #1973972

Ecuación de reacción

iodine

2-bromo-6-tert-butylaniline

sodium bicarbonate

sodium thiosulfate

→

oil

Rendimiento 65.0%

2-bromo-6-tert-butyl-4-iodoaniline

Rendimiento 65.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was cooled in an ice bath
2. 2
   Extracciónextracted by ethyl acetate
3. 3
   Secadodried with sodium sulfate
4. 4
   Filtraciónfiltered
5. 5
   Otroevaporated
6. 6
   OtroThe residue was purified on silica gel eluting with 5% ethyl acetate in hexane

Procedimiento

In a 50 mL round-bottom flask was added 2-bromo-6-tert-butylaniline [prepared by the method of Onitsuka, et. al. Organometallics, 25(5), 2006, pp 1270-1278] (1.18 g, 5.17 mmol) and sodium bicarbonate (0.782 g, 9.31 mmol) in water (5 ml). The mixture was cooled in an ice bath and iodine (1.444 g, 5.69 mmol) was added in several portions. The mixture was warmed to ambient temperature and stirred for 16 h. The mixture was treated with aqueous sodium thiosulfate, extracted by ethyl acetate, dried with sodium sulfate, filtered and evaporated. The residue was purified on silica gel eluting with 5% ethyl acetate in hexane to give an oil (1.2 g, 65%).

Fuente