Реакция #1605820

ord-ac5a7a074923490089c1008cefb532ee

Уравнение реакции

O=[N+]([O-])c1cc(O)ccc1-c1ccccc1
3-Nitro-4-phenylphenol
CC(C)(C)OC(=O)CBr
tert-butyl 2-bromoacetate
CC(C)(C)OC(=O)COc1ccc(-c2ccccc2)c([N+](=O)[O-])c1
tert-butyl 2-(3-nitro-4-phenylphenoxy)acetate
Выход 112.3%

Реагенты

Нет

Растворители

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияthe reaction solution was extracted with ethyl acetate
  2. 2
    ПромывкаThe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. 3
    Сушкаdried over anhydrous magnesium sulfate
  4. 4
    Концентрированиеconcentrated under reduced pressure
  5. 5
    ДругоеThe residue was purified by flash column chromatography

Методика

3-Nitro-4-phenylphenol (215 mg, 1.0 mmol) was dissolved in N,N-dimethylformamide (5 mL) and tert-butyl 2-bromoacetate (292 mg, 1.5 mmol) was added thereto. After stirring at 80° C. for 18 hours, the reaction solution was extracted 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 tert-butyl 2-(3-nitro-4-phenylphenoxy)acetate (370 mg).

Источник

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