Reacción #1135830

Ecuación de reacción

methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate

SnCl2.H2O

→

methyl 8-(2-amino-4-bromophenylamino)-8-oxooctanoate

Rendimiento 66.9%

Disolventes

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was heated
2. 2
   Temperaturato reflux overnight
3. 3
   Otroquenched by water
4. 4
   FiltraciónThe mixture was filtered
5. 5
   Extracciónthe filtrate was extracted with ethyl acetate
6. 6
   OtroThe combined organic layer was dried
7. 7
   Concentraciónconcentrated
8. 8
   Otropurified by biotage column chromatography

Procedimiento

To a solution of methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate (241 mg, 0.623 mmol) in EtOH was added SnCl2.H2O (490 mg, 2.37 mmol). The reaction was heated to reflux overnight and quenched by water. The mixture was filtered and the filtrate was extracted with ethyl acetate. The combined organic layer was dried, concentrated and purified by biotage column chromatography to afford methyl 8-(2-amino-4-bromophenylamino)-8-oxooctanoate (149 mg)

Fuente