Reaktion #1973961

Reaktionsgleichung

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

ammonium chloride

water

→

title compound

Ausbeute 100.0%

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

Ausbeute 100.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered through celite
2. 2
   Waschenthe celite washed with methanol
3. 3
   EinengenThe filtrate was then concentrated under vacuum
4. 4
   workup.DISSOLUTIONdissolved in ethyl acetate (600 mL)
5. 5
   WaschenThe resultant solution was then washed with water and brine
6. 6
   ExtraktionThe organic extract
7. 7
   Sonstigewas then dried
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated under vacuum

Vorschrift

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%).

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