Reacción #1973961

Ecuación de reacción

Methyl 3-tert-butyl-2-methoxy-5-nitrobenzoate

ammonium chloride

water

→

title compound

Rendimiento 100.0%

methyl 5-amino-3-tert-butyl-2-methoxybenzoate

Rendimiento 100.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered through celite
2. 2
   Lavadothe celite washed with methanol
3. 3
   ConcentraciónThe filtrate was then concentrated under vacuum
4. 4
   workup.DISSOLUTIONdissolved in ethyl acetate (600 mL)
5. 5
   LavadoThe resultant solution was then washed with water and brine
6. 6
   ExtracciónThe organic extract
7. 7
   Otrowas then dried
8. 8
   Filtraciónfiltered
9. 9
   Concentraciónconcentrated under vacuum

Procedimiento

Methyl 3-tert-butyl-2-methoxy-5-nitrobenzoate (10.42 g, 39.0 mmol), iron powder (325 mesh, 10.89 g, 195 mmol), ammonium chloride (3.13 g, 58.5 mmol), water (30 mL), and methanol (150 mL) were added together. The resultant mixture was then refluxed for 1 h. The mixture was then cooled to room temperature, filtered through celite, and the celite washed with methanol. The filtrate was then concentrated under vacuum and dissolved in ethyl acetate (600 mL). The resultant solution was then washed with water and brine. The organic extract was then dried, filtered and concentrated under vacuum to yield the title compound as an oil (9.25 g, 100%).

Fuente