Реакция #470388

ord-517e366629414442996c473beb89684d

Уравнение реакции

CC(C)c1ccccc1N
2-isopropylaniline
O=[N+]([O-])c1ccccc1F
2-fluoronitrobenzene
[F-].[K+]
potassium fluoride
CC(C)c1ccccc1Nc1ccccc1[N+](=O)[O-]
desired product
Выход 87.8%
CC(C)c1ccccc1Nc1ccccc1[N+](=O)[O-]
2-isopropyl-N-(2-nitrophenyl)aniline
Выход 87.8%

Реагенты

Нет

Растворители

Условия реакции

Температура
180°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter cooled to room temperature
  2. 2
    ЭкстракцияThe mixture was then extracted with dichloromethane (200 mL) for three times
  3. 3
    ДругоеThe solvent was evaporated
  4. 4
    Другоеthe residue was purified by column chromatography

Методика

2-isopropylaniline (27 g, 200 mmol), 2-fluoronitrobenzene (14 g, 100 mmol), and potassium fluoride (8.6 g, 150 mmol) were mixed in a one-neck flask. The mixture was heated up to 180° C. under nitrogen for 48 hours. After cooled to room temperature, water (200 mL) was added. The mixture was then extracted with dichloromethane (200 mL) for three times. The solvent was evaporated and the residue was purified by column chromatography using 20% of dichloromethane in hexanes. 22.5 g of desired product was obtained.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08367223B2uspto-grants-2013_02