Imidazole → (5-Chloro-1-pentyloxy)(2,2-dimethylethyl)dimethylsilane

HRID 1789542ノート

反応式

HRID 1789542 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].[Si:8](Cl)([C:11](C)(C)C)([CH3:10])[CH3:9].[CH3:16]N(C)C=O.N1[CH:25]=[CH:24]N=C1>O>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][Si:8]([CH2:11][CH:24]([CH3:25])[CH3:16])([CH3:10])[CH3:9]

参加物

6

反応物 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 28928tert-Butyldimethylsilyl chlorideHCID 789155-Chloro-1-pentanol

生成物 1

HCID 20028701(5-Chloro-1-pentyloxy)(2,2-dimethylethyl)dimethylsilane

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5-Chloropentanol (325 g, 2.65 moles) is added to a solution containing tert-butyldimethylsilyl chloride (439 g, 2.91 moles) and dimethylformamide (1.625 liters). The solution is stirred and imidazole (199 g, 2.91 moles) is added at once. The solution is stirred at room temperature for 6 hours, after which time water (1 liter) is added and the reaction is partitioned with hexanes. The organic phase is separated and the solvent volume reduced under vacuum. The residue is dried over anhydrous magnesium sulfate and the remaining solvent removed under vacuum, leaving a clear, colorless oil. The crude product is subsequently fractionally distilled under reduced pressure leaving the product as a clear, colorless oil (534 g, 2.26 moles), BP 71° C./0.3 mm.

後処理

  1. stirringThe solution is stirred at room temperature for 6 hours
  2. customthe reaction is partitioned with hexanes
  3. customThe organic phase is separated
  4. dry with materialThe residue is dried over anhydrous magnesium sulfate
  5. customthe remaining solvent removed under vacuum
  6. customleaving a clear, colorless oil
  7. distillationThe crude product is subsequently fractionally distilled under reduced pressure

出典と根拠

ORDレコード
ord-642222c817f14c568dd170c84ef8109c
出典データセット
uspto-grants-1987_08
特許番号
US04689345

反応ノート

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