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

HRID 6199
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HRID 6199 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 물질실험 절차후처리출처 및 근거반응 노트

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-a7fdbb7f8cd94053be30d2daa540915e
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05247042

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