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

HRID 42843

反応式

HRID 42843 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0dabf680e16e480dbc3cf2edbb1477c1
出典データセット
uspto-grants-2013_09
特許番号
US08536209B2

関連ノート

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