تفاعل #6295

ord-a7fdbb7f8cd94053be30d2daa540915e

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture then is heated
  2. 2
    درجة الحرارةat reflux for 16 hours
  3. 3
    درجة الحرارةAfter cooling to room temperature
  4. 4
    أخرىthe solid diphenylbutadiene precipitates from solution
  5. 5
    ترشيحis collected by filtration
  6. 6
    أخرىpurified by recrystallization from ethanol

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05247042uspto-grants-1993_09