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

HRID 6199
ノート
印刷プレビュー

反応式

HRID 6199 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 1140Toluene溶媒

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.

後処理

  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

出典と根拠

ORDレコード
ord-a7fdbb7f8cd94053be30d2daa540915e
出典データセット
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05247042

反応ノート

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