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

HRID 1581456
ノート
印刷プレビュー

反応式

HRID 1581456 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 35396472,7-Dibromo-9,9-dihexyl-9H-fluorene収率 179.6%

試薬・触媒・溶媒 1

HCID 70681Tetrabutylammonium Chloride触媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-13747d705e2648648e970e77b20a4c63
出典データセット
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06730417B2

反応ノート

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