9-Bromofluorene → 9-azido-9H-fluorene

HRID 541007

反応式

HRID 541007 の反応式
Br[CH:2]1[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[N-:15]=[N+:16]=[N-:17].[Na+]>CC(C)=O.O>[N:15]([CH:2]1[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2)=[N+:16]=[N-:17]

参加物

5

反応物 2

HCID 160249-BromofluoreneHCID 33557Sodium Azide

生成物 1

HCID 43300859-azido-9H-fluorene収率 87.5%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

9-Bromo-9H-fluorene (1.00 g, 4.08 mmol) was dissolved in acetone (7 mL). To this was added a solution of NaN3 (1.33 g, 20.4 mmol) in H2O (3 mL). The resulting solution was stirred overnight. Acetone was removed by concentration under reduced pressure. The resulting aqueous mixture was extracted with CH2Cl2 (2×15 mL), and the organic layers were combined, dried over Na2SO4(s), filtered, and concentrated under reduced pressure. The resulting solid residue was purified by silica gel flash chromatography, eluting with hexanes, to give azide 2j as a white solid (0.74 g, 3.57 mmol, 87% yield).

後処理

  1. customAcetone was removed by concentration under reduced pressure
  2. extractionThe resulting aqueous mixture was extracted with CH2Cl2 (2×15 mL)
  3. dry with materialdried over Na2SO4(s)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting solid residue was purified by silica gel flash chromatography
  7. washeluting with hexanes

出典と根拠

ORDレコード
ord-6661303eaa094c25ae818759c7672fe8
出典データセット
uspto-grants-2014_10
特許番号
US08871916B2

関連ノート

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