Реакция #1605829

ord-bed79dfa97444061ad388a3127d12d21

Уравнение реакции

O=[N+]([O-])c1cc(CCBr)ccc1-c1ccccc1
4-(Bromoethyl)-2-nitro-1-phenylbenzene
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
O=C1c2ccccc2C(=O)N1Cc1ccc(-c2ccccc2)c([N+](=O)[O-])c1
2-[(3-nitro-4-phenylphenyl)methyl]-2,3-dihydro-1H-isoindole-1,3-dione
Выход 83.8%

Реагенты

Нет

Растворители

Условия реакции

Температура
110°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ЭкстракцияThe reaction mixture 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

4-(Bromoethyl)-2-nitro-1-phenylbenzene (584.3 mg, 2.0 mmol) and potassium phthalimide (555.0 mg, 3.0 mmol) were dissolved in N,N-dimethylformamide (8 mL) and the mixture was stirred at 110° C. for 3 hours. The reaction mixture was extracted with ethyl acetate and 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 2-[(3-nitro-4-phenylphenyl)methyl]-2,3-dihydro-1H-isoindole-1,3-dione (600.8 mg).

Источник

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