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1-Bromohexane → 2,7-Dibromo-9,9-dihexyl-9H-fluorene

HRID 1581456
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HRID 1581456 반응식
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.[CH2:16](Br)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].[OH-].[Na+]>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:5]([CH2:13][CH2:14][CH2:2][CH2:3][CH2:4][CH3:12])([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:4]=2[CH:3]=1
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참가 물질

5

반응물 3

HCID 81011-BromohexaneHCID 14798Sodium HydroxideHCID 1400732,7-Dibromofluorene

생성물 1

HCID 35396472,7-Dibromo-9,9-dihexyl-9H-fluorene수율 179.6%

시약·촉매·용매 1

HCID 70681Tetrabutylammonium Chloride촉매

반응 조건

온도
80 °C

실험 절차

In a 250 milliliter round bottom flask there was added 2,7-dibromofluorene (6.45 grams), n-hexyl bromide (16.5 grams), tetra-n-butylammonium chloride (0.5 grams), and a 50 weight % aqueous sodium hydroxide solution. The resulting mixture was stirred at 80° C. for 3 hours. After cooling to ambient temperature, about 23° C., the product mixture was transferred to a separatory funnel and extracted with toluene. The toluene extracts were washed with water and dried over anhydrous magnesium sulfate. Removal of the organic solvent by evaporation afforded an oily residue, which was crystallized from ethanol to provide 8.8 grams of 2,7-dibromo-9,9-di-n-hexylfluorene as colorless crystals.

후처리

  1. temperatureAfter cooling to ambient temperature, about 23° C.
  2. customthe product mixture was transferred to a separatory funnel
  3. extractionextracted with toluene
  4. washThe toluene extracts were washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customRemoval of the organic solvent
  7. customby evaporation
  8. customafforded an oily residue, which
  9. customwas crystallized from ethanol

출처 및 근거

ORD 기록
ord-13747d705e2648648e970e77b20a4c63
출처 데이터셋
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06730417B2

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