Réaction #470388

ord-517e366629414442996c473beb89684d

Équation de réaction

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

Solvants

Conditions de réaction

Température
180°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter cooled to room temperature
  2. 2
    ExtractionThe mixture was then extracted with dichloromethane (200 mL) for three times
  3. 3
    AutreThe solvent was evaporated
  4. 4
    Autrethe residue was purified by column chromatography

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08367223B2uspto-grants-2013_02