Dimethylformamide → 1-Bromo-6-(4-methylphenyl)pyrene

HRID 1027322ノート

反応式

HRID 1027322 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:21]3[C:22]4=[C:23]5[C:18](=[CH:19][CH:20]=3)[CH:17]=[CH:16][CH:15]=[C:14]5[CH:13]=[CH:12][C:11]4=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Br:24]N1C(=O)CCC1=O.CN(C)C=O>O>[Br:24][C:15]1[C:14]2[C:23]3=[C:22]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][C:8]([C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)=[C:21]4[CH:20]=[CH:19][C:18]3=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 578364111-(4-Methylphenyl)pyrene

生成物 1

HCID 861013611-Bromo-6-(4-methylphenyl)pyrene収率 22.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
40 °C

実験手順

Next, a mixed solution of 40.0 g of 1-(4-methylphenyl)pyrene, 24.4 g of N-bromosuccinimide and 1.4 L of dimethylformamide was heated with stirring under a nitrogen gas flow at 40° C. for 7 hours. After cooling the solution to room temperature, 1.0 L of water was injected, followed by extraction with 500 ml of dichloromethane. The organic layer was washed twice with 200 ml of water, dried over magnesium sulfate, evaporated and then filtered using Celite. The filtrate was evaporated and the residue was washed twice with 200 ml of ethyl acetate. The precipitated solid was collected by filtration and then vacuum-dried to obtain 11.4 g of 1-bromo-6-(4-methylphenyl)pyrene.

後処理

  1. temperatureAfter cooling the solution to room temperature
  2. extractionfollowed by extraction with 500 ml of dichloromethane
  3. washThe organic layer was washed twice with 200 ml of water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. filtrationfiltered
  7. customThe filtrate was evaporated
  8. washthe residue was washed twice with 200 ml of ethyl acetate
  9. filtrationThe precipitated solid was collected by filtration
  10. customvacuum-dried

出典と根拠

ORDレコード
ord-2e652977696d429aaa7a082da987909a
出典データセット
uspto-grants-2014_05
特許番号
US08729530B2

反応ノート

読み込み中…