Reaktion #470388

ord-517e366629414442996c473beb89684d

Reaktionsgleichung

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

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-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.

Quelle

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