Реакция #1605824

ord-2799d29ec068457bae7f754eba4eea3a

Уравнение реакции

CC[O-].[Na+]
sodium ethoxide
O=[N+]([O-])c1ccc(CCl)cc1
1-(chloromethyl)-4-nitrobenzene
CC(C)[N+](=O)[O-]
2-nitropropane
CC(C)(Cc1ccc([N+](=O)[O-])cc1)[N+](=O)[O-]
1-(2-methyl-2-nitropropyl)-4-nitrobenzene
Выход 76.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe mixture was heated
  2. 2
    Температураunder reflux for 18 hours
  3. 3
    ФильтрацияThe reaction solution was filtered
  4. 4
    Концентрированиеconcentrated under reduced pressure
  5. 5
    workup.ADDITIONdiluted with ethyl acetate
  6. 6
    ПромывкаThe organic layer was washed with a saturated aqueous solution of sodium chloride
  7. 7
    Сушкаdried over anhydrous magnesium sulfate
  8. 8
    Концентрированиеconcentrated under reduced pressure
  9. 9
    ДругоеThe residue was purified by flash column chromatography

Методика

To a solution of sodium ethoxide (3.5 g, 50 mmol) in ethanol (100 mL), 1-(chloromethyl)-4-nitrobenzene (8.6 g, 50 mmol) and 2-nitropropane (2.2 g, 250 mmol) were added at room temperature, and the mixture was heated under reflux for 18 hours. The reaction solution was filtered, concentrated under reduced pressure, and diluted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 1-(2-methyl-2-nitropropyl)-4-nitrobenzene (8.52 g).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09072734B2uspto-grants-2015_07