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

HRID 1670054ノート

反応式

HRID 1670054 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

A mixed solution of 40 g of 1-(4-methylphenyl)pyrene, 24.4 g of N-bromosuccinimide and 1.4 l of dimethylformamide was then heated and stirred at 40° C. for 7 hours under a nitrogen stream. After the mixture was cooled to room temperature, 1 l (liter) of water was added thereto, and the mixture was extracted 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 resulting residue was washed twice with 200 ml of ethyl acetate. The precipitated solid was separated by filtration and dried under vacuum to give 11.4 g of 1-bromo-6-(4-methylphenyl)pyrene.

後処理

  1. temperatureAfter the mixture was cooled to room temperature
  2. extractionthe mixture was extracted 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 resulting residue was washed twice with 200 ml of ethyl acetate
  8. customThe precipitated solid was separated by filtration
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-d69012f647b04043bcfb39a3af3c3f44
出典データセット
uspto-grants-2011_08
特許番号
US07989802B2

反応ノート

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