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

HRID 1027322노트

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HRID 1027322 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 861013611-Bromo-6-(4-methylphenyl)pyrene수율 22.4%

시약·촉매·용매 1

HCID 962Water용매

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온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2e652977696d429aaa7a082da987909a
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729530B2

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