Реакция #1973961

ord-be4d84936f73462c8415efbafaabade0

Уравнение реакции

COC(=O)c1cc([N+](=O)[O-])cc(C(C)(C)C)c1OC
Methyl 3-tert-butyl-2-methoxy-5-nitrobenzoate
[Cl-].[NH4+]
ammonium chloride
O
water
COC(=O)c1cc(N)cc(C(C)(C)C)c1OC
title compound
Выход 100.0%
COC(=O)c1cc(N)cc(C(C)(C)C)c1OC
methyl 5-amino-3-tert-butyl-2-methoxybenzoate
Выход 100.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Фильтрацияfiltered through celite
  2. 2
    Промывкаthe celite washed with methanol
  3. 3
    КонцентрированиеThe filtrate was then concentrated under vacuum
  4. 4
    workup.DISSOLUTIONdissolved in ethyl acetate (600 mL)
  5. 5
    ПромывкаThe resultant solution was then washed with water and brine
  6. 6
    ЭкстракцияThe organic extract
  7. 7
    Другоеwas then dried
  8. 8
    Фильтрацияfiltered
  9. 9
    Концентрированиеconcentrated under vacuum

Методика

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%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08501238B2uspto-grants-2013_08