1,2-Dimethoxyethane → 4-[N,N-bis(3,4-dimethylphenyl)amino]styrene

HRID 2294620

反応式

HRID 2294620 の反応式
[H-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([N:11]([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=2)[C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)[CH:7]=[CH:8][C:9]=1[CH3:10].[CH3:28]OCCOC>[Br-].C[P+](C)(C)C.C(O)C>[CH3:3][C:4]1[CH:5]=[C:6]([N:11]([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=[CH2:28])=[CH:22][CH:21]=2)[C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)[CH:7]=[CH:8][C:9]=1[CH3:10]

参加物

6

反応物 3

HCID 80711,2-DimethoxyethaneHCID 24758Sodium hydrideHCID 226170914-[N,N-bis(3,4-dimethylphenyl)amino]benzaldehyde

生成物 1

HCID 108927834-[N,N-bis(3,4-dimethylphenyl)amino]styrene

試薬・触媒・溶媒 2

HCID 702Ethanol触媒HCID 357594Tetramethylphosphonium bromide触媒

実験手順

12.1 g of sodium hydride and 580 mL of 1,2-dimethoxyethane were placed in a three-neck flask. While stirring at room temperature, 108.5 g of tetramethylphosphonium bromide was added. After adding one drop of anhydrous ethanol, the mixture was reacted for 4 hours at 70° C. 100 g of 4-[N,N-bis-(3,4-dimethylphenyl)amino]benzaldehyde was added to the reaction mixture. The mixture was reacted for 5 hours at 70° C. The reaction solution was filtered, and an ether extract of filtered cake and filtrate were washed in water. The ether solution was dehydrated with calcium chloride, the ether was removed, and a reaction mixture was obtained. This mixture was recrystallized twice with ethanol, and a needle-form 4-[N,N-bis-(3,4-dimethylphenyl)amino]styrene was obtained. The yield was 84.5 g (yield rate of 85.0%).

後処理

  1. customthe mixture was reacted for 4 hours at 70° C
  2. customThe mixture was reacted for 5 hours at 70° C
  3. filtrationThe reaction solution was filtered
  4. extractionan ether extract of filtered cake and filtrate
  5. washwere washed in water
  6. customthe ether was removed
  7. customa reaction mixture was obtained
  8. customThis mixture was recrystallized twice with ethanol

出典と根拠

ORDレコード
ord-9f3d56eeee744ed499c234549ff91a13
出典データセット
uspto-grants-1997_11
特許番号
US05688961

関連ノート

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