Dimethylformamide → 5-[N-(4-formylphenyl)-N-phenylamino]acenaphthene

HRID 1949

反応式

HRID 1949 の反応式
[C:1]1([N:7]([C:14]2[C:24]3[C:25]4[C:17]([CH2:18][CH2:19][C:20]=4[CH:21]=[CH:22][CH:23]=3)=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)=O.[OH-].[Na+].CN(C)[CH:35]=[O:36]>O>[CH:35]([C:4]1[CH:3]=[CH:2][C:1]([N:7]([C:14]2[C:24]3[C:25]4[C:17]([CH2:18][CH2:19][C:20]=4[CH:21]=[CH:22][CH:23]=3)=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:5]=1)=[O:36]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 196889195-(N,N-diphenylamino)acenaphthene2 回

生成物 1

HCID 196889175-[N-(4-formylphenyl)-N-phenylamino]acenaphthene収率 86.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

32.14 g (0.1 mol) of the above prepared 5-(N,N-diphenylamino)acenaphthene was dissolved in 300 ml of N,N-dimethylformamide, and 22.73 g (0.15 mol) of phosphorus oxychloride was dropwise added thereto at room temperature for 30 minutes. After raising the temperature to 50° C., the reaction mixture was stirred for 14 hours. The reaction was determined to be finished when disappearance of 5-(N,N-diphenylamino)acenaphthene was identified. The reaction product was poured into an aqueous solution having 45 g (1.05 mol) of 93% sodium hydroxide dissolved in 1000 ml of water. The resultant mixture was cooled to precipitate a crystal, and the crystal was filtrated, washed with water and dried to obtain 30.27 g (yield: 86.6%, melting point: 138.0°-141.0° C.) of 5-[N-(4-formylphenyl)-N-phenylamino]acenaphthene.

後処理

  1. additionThe reaction product was poured into an aqueous solution
  2. customto precipitate a crystal
  3. filtrationthe crystal was filtrated
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-c9df1b4f59204cf6ba44f7f63a8372d9
出典データセット
uspto-grants-1998_03
特許番号
US05728500

関連ノート

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