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Imidazole → (2-Bromophenoxy)(tert-butyl)dimethylsilane

HRID 2355388
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HRID 2355388 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].N1C=CN=C1.[Si:14](Cl)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15].O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15]
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참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 72442-BromophenolHCID 28928tert-Butyldimethylsilyl chloride

생성물 1

HCID 11219912(2-Bromophenoxy)(tert-butyl)dimethylsilane수율 99.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 2-bromophenol (5 mL, 47 mmol), imidazole (8 g, 118 mmol) and tert-butyldimethylsilyl chloride (8.6 g, 57 mmol) in DMF (50 mL) was stirred at rt overnight. The reaction was treated with water (150 mL) and extracted with Et2O (4×25 mL). The organic phase was washed with 50% aq lithium chloride solution twice, dried over MgSO4 and filtered. The solvent was evaporated and the crude product was purified by filtration through silica gel, washing with 1:1 EtOAc/hexanes to afford bromo-2-[(tert-butyl)dimethylsiloxy]benzene (13.4 g, 99%).

후처리

  1. extractionextracted with Et2O (4×25 mL)
  2. washThe organic phase was washed with 50% aq lithium chloride solution twice
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe solvent was evaporated
  6. filtrationthe crude product was purified by filtration through silica gel
  7. washwashing with 1:1 EtOAc/hexanes

출처 및 근거

ORD 기록
ord-3d63c6b341764c169af27547368506a4
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07754737B2

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