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Imidazole → HCID 178455171, 화합물

HRID 708334
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HRID 708334 반응식
[NH:1]1[CH:5]=[C:4]([CH2:6][OH:7])[N:3]=[N:2]1.N1C=CN=C1.[CH3:13][C:14]([Si:17](Cl)([CH3:19])[CH3:18])([CH3:16])[CH3:15]>C(Cl)Cl>[Si:17]([O:7][CH2:6][C:4]1[N:3]=[N:2][NH:1][CH:5]=1)([C:14]([CH3:16])([CH3:15])[CH3:13])([CH3:19])[CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 178519888HCID 178519888, 화합물

생성물 1

HCID 178455171HCID 178455171, 화합물수율 71%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (1H-1,2,3-triazol-4-yl)methanol (30 g, 200 mmol) in DCM (160 mL) was added imidazole (20.4 g, 300 mmol) followed by TBDMS-Cl (33.3 g, 220 mmol) as a solid in portions. After stirring at rt for 16 h, the reaction mixture was filtered through celite, and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc (500 mL) and washed with water, brine, dried over Na2SO4, and concentrated in vacuo. The crude residue was purified via silica gel chromatography (EtOAc-hexanes, 5-30%) to afford the title compound (30.2 g, 71%) as a pale yellow solid.

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후처리

  1. filtrationthe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was dissolved in EtOAc (500 mL)
  4. washwashed with water, brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe crude residue was purified via silica gel chromatography (EtOAc-hexanes, 5-30%)

출처 및 근거

ORD 기록
ord-c8299b437c0046dc9191396dc91ed770
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09174978B2

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