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Imidazole → (16-Bromohexadecyloxy)-t-butyldimethylsilane

HRID 1367770
ノート
印刷プレビュー

反応式

HRID 1367770 の反応式
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18].N1C=CN=C1.[Si:24](Cl)([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25].[Cl-].[NH4+]>ClCCl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 795ImidazoleHCID 25517Ammonium ChlorideHCID 28928tert-Butyldimethylsilyl chlorideHCID 275701316-Bromo-1-hexadecanol

生成物 1

HCID 86627057(16-Bromohexadecyloxy)-t-butyldimethylsilane収率 81%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

16-Bromohexadecan-1-ol (1 g) was dissolved in 20 ml of dichloromethane, and imidazole (317.9 mg) and t-butyldimethylsilyl chloride (701.4 mg) were added to this solution. The reaction mixture was stirred at room temperature for four hours. Saturated ammonium chloride solution was added to the reaction mixture, which was then extracted three times with dichloromethane. The organic layer was washed with saline solution and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel flash chromatography (heptane:ethyl acetate=7:3) gave (16-bromohexadecyloxy)-t-butyldimethylsilane as a colorless oil at an 81% yield.

後処理

  1. extractionwas then extracted three times with dichloromethane
  2. washThe organic layer was washed with saline solution
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customPurification of the residue by silica gel flash chromatography (heptane:ethyl acetate=7:3)

出典と根拠

ORDレコード
ord-2280bb53a1af4e60b369dd078465c9a8
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07893304B2

反応ノート

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