Imidazole → [(4-Bromo-2-thienyl)methoxy]t-butyldimethylsilane

HRID 42843노트

반응식

HRID 42843 반응식
N#N.[Br:3][C:4]1[CH:5]=[C:6]([CH2:9][OH:10])[S:7][CH:8]=1.[Si:11](Cl)([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:13])[CH3:12].N1C=CN=C1>C(Cl)Cl.O>[Br:3][C:4]1[CH:5]=[C:6]([CH2:9][O:10][Si:11]([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:13])[CH3:12])[S:7][CH:8]=1

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 947NitrogenHCID 28928tert-Butyldimethylsilyl chlorideHCID 2795484(4-Bromo-2-thienyl)methanol

생성물 1

HCID 10614666[(4-Bromo-2-thienyl)methoxy]t-butyldimethylsilane

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), (4-bromo-thiophen-2-yl)-methanol (3.97 g, 20.57 mmol) was dissolved in dry CH2Cl2 (50 mL). tert-Butyldimethylsilyl chloride (3.59 g, 22.63 mmol) was added at rt followed by imidazole (1.56 g, 22.63 mmol). The reaction mixture was stirred at rt for 1 h. Water was added, the layers were separated and the org. layer was dried over MgSO4, filtered, and the solvent removed under reduced pressure. Purification of the residue by FC (hept) gave the title compound as a colorless oil. TLC:rf (100:1 hept-EA)=0.44. LC-MS-conditions 02: tR=1.21 min.

후처리

  1. customthe layers were separated
  2. dry with materiallayer was dried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure
  5. customPurification of the residue by FC (hept)

출처 및 근거

ORD 기록
ord-0dabf680e16e480dbc3cf2edbb1477c1
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536209B2

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