Reacción #470392

ord-2d6bcd9c4c304632959123c0c745dea0

Ecuación de reacción

CC(C)c1cccc(C(C)C)c1N
2,6-diisopropylaniline
O=[N+]([O-])c1ccccc1F
2-fluoronitrobenzene
[F-].[K+]
potassium fluoride
CC(C)c1cccc(C(C)C)c1Nc1ccccc1[N+](=O)[O-]
desired product
Rendimiento 47.9%
CC(C)c1cccc(C(C)C)c1Nc1ccccc1[N+](=O)[O-]
2,6-diisopropyl-N-(2-nitrophenyl)aniline
Rendimiento 47.9%

Disolventes

Condiciones de reacción

Temperatura
180°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooled to room temperature
  2. 2
    ExtracciónThe mixture was then extracted with dichloromethane (200 mL) for three times
  3. 3
    OtroThe solvent was evaporated
  4. 4
    Otrothe residue was purified by column chromatography

Procedimiento

2,6-diisopropylaniline (25 g, 141 mmol), 2-fluoronitrobenzene (10 g, 70 mmol), and potassium fluoride (6.2 g, 106 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. 10 g of desired product was obtained.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08367223B2uspto-grants-2013_02