Methacrylic Acid → 4-(N-2-hydroxyethyl-N-ethylamino)-4'-nitro-1,4-diphenyl-1,3-butadiene

HRID 359636

반응식

HRID 359636 반응식
[OH:1][CH2:2][CH2:3][N:4](C1C=CC(C=CC=O)=CC=1)[CH2:5][CH3:6].N[C:18]1C=CC=CC=1.[C:24]1([CH3:34])[C:25](S(O)(=O)=O)=[CH:26][CH:27]=[CH:28][CH:29]=1.C(O)(=O)C(C)=C.[N+:41]([C:44]1[CH:49]=[CH:48][C:47]([CH2:50][C:51](O)=O)=[CH:46][CH:45]=1)([O-:43])=[O:42]>C1(C)C=CC=CC=1.O>[OH:1][CH2:2][CH2:3][N:4]([C:50]([C:47]1[CH:46]=[CH:45][C:44]([N+:41]([O-:43])=[O:42])=[CH:49][CH:48]=1)=[CH:51][CH:18]=[CH:34][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[CH2:5][CH3:6]

참가 물질

8

반응물 5

HCID 4093Methacrylic AcidHCID 4661(4-Nitrophenyl)acetic acidHCID 6115AnilineHCID 69252-Methylbenzenesulfonic acidHCID 544515964-(N-2-hydroxyethyl-N-ethylamino)cinnamaldehyde

생성물 1

HCID 544465724-(N-2-hydroxyethyl-N-ethylamino)-4'-nitro-1,4-diphenyl-1,3-butadiene

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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.

후처리

  1. temperatureThe mixture then is heated
  2. temperatureat reflux for 16 hours
  3. temperatureAfter cooling to room temperature
  4. customthe solid diphenylbutadiene precipitates from solution
  5. filtrationis collected by filtration
  6. custompurified by recrystallization from ethanol

출처 및 근거

ORD 기록
ord-662240c8da5d489bacb6f2bba75c3998
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05002361

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