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

HRID 1914396ノート

反応式

HRID 1914396 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 and stirred under a nitrogen gas stream at 40° C. for 7 hours. The solution was cooled to room temperature and 1.0 L of water was poured into the solution, followed by extraction with 500 ml of dichloromethane. The organic layer was washed twice with 200 ml of water, dried over magnesium sulfate and then filtered through Celite. The filtrate was evaporated and the residue was washed twice with 200 ml of ethyl acetate, and then the precipitated solid was collected by filtration and vacuum-dried to obtain 11.4 g of 1-bromo-6-(4-methylphenyl)pyrene.

後処理

  1. temperatureThe solution was cooled 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. filtrationfiltered through Celite
  6. customThe filtrate was evaporated
  7. washthe residue was washed twice with 200 ml of ethyl acetate
  8. filtrationthe precipitated solid was collected by filtration
  9. customvacuum-dried

出典と根拠

ORDレコード
ord-e9f018d29e034c41b32306ccaaea1c16
出典データセット
uspto-grants-2013_12
特許番号
US08610345B2

反応ノート

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