Imidazole → 1-(5-{[Tert-butyl(dimethyl)silyl]oxy}-1-benzofuran-2-yl)ethanone

HRID 1888717

반응식

HRID 1888717 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10](=[O:12])[CH3:11])=[CH:7][C:6]=2[CH:13]=1.[C:14]([Si:18]([CH3:21])([CH3:20])Cl)([CH3:17])([CH3:16])[CH3:15].N1C=CN=C1>CN(C=O)C.[Cl-].[Na+].O>[Si:18]([O:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10](=[O:12])[CH3:11])=[CH:7][C:6]=2[CH:13]=1)([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:21])[CH3:20]

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 32378771-(5-Hydroxy-1-benzofuran-2-yl)ethanone

생성물 1

HCID 580474981-(5-{[Tert-butyl(dimethyl)silyl]oxy}-1-benzofuran-2-yl)ethanone수율 98%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

실험 절차

To a solution of 1-(5-hydroxy-1-benzofuran-2-yl)ethanone (1.15 g, 6.53 mmol) in DMF (10 mL) were added tert-butyldimethylchlorosilane (1.07 g, 7.18 mmol) and imidazole (666 mg, 9.80 mmol), and the mixture was stirred at room temperature overnight. To the reaction mixture was added brine, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1 to 7:3) to give the title compound (1.76 g, yield 98%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1 to 7:3)

출처 및 근거

ORD 기록
ord-e75679760d1d4a34b75322d4fa669360
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501804B2

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