Réaction #1135830

Équation de réaction

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

SnCl2.H2O

→

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

Rendement 66.9%

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction was heated
2. 2
   Températureto reflux overnight
3. 3
   Autrequenched by water
4. 4
   FiltrationThe mixture was filtered
5. 5
   Extractionthe filtrate was extracted with ethyl acetate
6. 6
   AutreThe combined organic layer was dried
7. 7
   Concentrationconcentrated
8. 8
   Autrepurified by biotage column chromatography

Mode opératoire

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)

Source