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

HRID 1670054노트

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HRID 1670054 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

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d69012f647b04043bcfb39a3af3c3f44
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989802B2

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