9-Bromofluorene → 9-azido-9H-fluorene

HRID 1803043

반응식

HRID 1803043 반응식
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]

참가 물질

5

반응물 2

HCID 160249-BromofluoreneHCID 33557Sodium Azide

생성물 1

HCID 43300859-azido-9H-fluorene수율 87.5%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-736cbc4d046a440c933f1460102282c7
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08350014B2

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