反応 #6295

ord-a7fdbb7f8cd94053be30d2daa540915e

反応方程式

CCN(CCO)c1ccc(C=CC=O)cc1
4-(N-2-hydroxyethyl-N-ethylamino)cinnamaldehyde
Nc1ccccc1
aniline
Cc1ccccc1S(=O)(=O)O
toluenesulfonic acid
C=C(C)C(=O)O
methacrylic acid
O=C(O)Cc1ccc([N+](=O)[O-])cc1
4-nitrophenylacetic acid
CCN(CCO)C(=CC=Cc1ccccc1)c1ccc([N+](=O)[O-])cc1
4-(N-2-hydroxyethyl-N-ethylamino)-4'-nitro-1,4-diphenyl-1,3-butadiene

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The mixture then is heated
  2. 2
    温度at reflux for 16 hours
  3. 3
    温度After cooling to room temperature
  4. 4
    その他the solid diphenylbutadiene precipitates from solution
  5. 5
    ろ過is collected by filtration
  6. 6
    その他purified by recrystallization from ethanol

実験手順

A solution of 21.9 g (0.1 mole) of 4-(N-2-hydroxyethyl-N-ethylamino)cinnamaldehyde, 9.3 g (1 mole) of aniline, and 0.19 g (1 mole %) of toluenesulfonic acid in toluene is heated at reflux for 17 hours with azeotropic removal of water. After the mixture is cooled to room temperature, 17.2 g (0.2 mole) of methacrylic acid and 18.1 g (0.1 mole) of 4-nitrophenylacetic acid are added to the solution, and the reaction is stirred at room temperature for 3 hours. The mixture then is heated at reflux for 16 hours. After cooling to room temperature, the solid diphenylbutadiene precipitates from solution and is collected by filtration and purified by recrystallization from ethanol.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05247042uspto-grants-1993_09