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Imidazole → 2,6-Difluoro-4-{[tris(1-methylethyl)silyl]oxy}aniline

HRID 1026311
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HRID 1026311 반응식
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([OH:9])=[CH:4][C:3]=1[F:10].N1C=CN=C1.[Cl-].[CH:17]([SiH:20]([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])([CH3:19])[CH3:18]>CN(C=O)C>[F:8][C:7]1[CH:6]=[C:5]([O:9][Si:20]([CH:24]([CH3:26])[CH3:25])([CH:21]([CH3:23])[CH3:22])[CH:17]([CH3:19])[CH3:18])[CH:4]=[C:3]([F:10])[C:2]=1[NH2:1]
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참가 물질

5

반응물 3

HCID 795ImidazoleHCID 27787614-Amino-3,5-difluorophenolHCID 131731399Triisopropylsilane chloride

생성물 1

HCID 677776392,6-Difluoro-4-{[tris(1-methylethyl)silyl]oxy}aniline수율 83%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 4-amino-3,5-difluorophenol (580 mg), imidazole (354 mg), triisopropylsilane chloride (848 mg) and DMF (12 mL) was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The separated aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a pale-brown oil (1.0 g).

후처리

  1. customThe solvent was evaporated under reduced pressure, water
  2. additionwas added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. extractionThe separated aqueous layer was extracted again with ethyl acetate
  5. washThe combined organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-66fe64b845dd4dc08be18e3dfcf10d92
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08729102B2

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