反应 #586157

ord-673e07d4c4864d58b34e5d93afa16084

反应方程式

OB(O)c1ccc(Cl)cc1Cl
2,4-dichlorophenylboronic acid
Nc1cccc(I)c1
3-iodoaniline
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Cc1ccccc1
toluene
Nc1cccc(-c2ccc(Cl)cc2Cl)c1
3-(2,4-dichlorophenyl)aniline
收率 36.3%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度under reflux
  2. 2
    温度with heating for 2 hours
  3. 3
    workup.ADDITIONThe reaction mixture was poured into ice-cold water
  4. 4
    萃取extracted with toluene
  5. 5
    洗涤The toluene layer was washed with water twice
  6. 6
    干燥dried over anhydrous magnesium sulfate
  7. 7
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

实验过程

2.0 g (10.4 mmol) of 2,4-dichlorophenylboronic acid, 2.4 g (11.0 mmol) of 3-iodoaniline, 3.2 g (30.0 mmol) of sodium carbonate and 1.6 g (1.4 mmol) of tetrakis(triphenylphosphine) palladium were added to a solvent mixture of 70 ml of toluene, 30 ml of ethanol and 30 ml of water, and the reaction was carried out under reflux with heating for 2 hours. The reaction mixture was poured into ice-cold water and extracted with toluene. The toluene layer was washed with water twice and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.9 g of 3-(2,4-dichlorophenyl)aniline (yield 36.0%), which was used in Example 9 as the starting material.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07767626B2uspto-grants-2010_08