反応 #470388

ord-517e366629414442996c473beb89684d

反応方程式

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

溶媒

反応条件

温度
180°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度After cooled to room temperature
  2. 2
    抽出The mixture was then extracted with dichloromethane (200 mL) for three times
  3. 3
    その他The solvent was evaporated
  4. 4
    その他the residue was purified by column chromatography

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08367223B2uspto-grants-2013_02