Reaktion #470392

ord-2d6bcd9c4c304632959123c0c745dea0

Reaktionsgleichung

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
Ausbeute 47.9%
CC(C)c1cccc(C(C)C)c1Nc1ccccc1[N+](=O)[O-]
2,6-diisopropyl-N-(2-nitrophenyl)aniline
Ausbeute 47.9%

Lösungsmittel

Reaktionsbedingungen

Temperatur
180°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooled to room temperature
  2. 2
    ExtraktionThe mixture was then extracted with dichloromethane (200 mL) for three times
  3. 3
    SonstigeThe solvent was evaporated
  4. 4
    Sonstigethe residue was purified by column chromatography

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08367223B2uspto-grants-2013_02