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Water → 4-Bromo-2-triisopropylsiloxynaphthalene

HRID 2369628
ノート
印刷プレビュー

反応式

HRID 2369628 の反応式
[H-].[Na+].[Br:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([OH:14])[CH:5]=1.Cl[Si:16]([CH:23]([CH3:25])[CH3:24])([CH:20]([CH3:22])[CH3:21])[CH:17]([CH3:19])[CH3:18].O>C1COCC1>[Br:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([O:14][Si:16]([CH:23]([CH3:25])[CH3:24])([CH:20]([CH3:22])[CH3:21])[CH:17]([CH3:19])[CH3:18])[CH:5]=1
参加物反応条件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 962WaterHCID 24758Sodium hydrideHCID 139400Triisopropylsilyl chlorideHCID 121155964-Bromo-2-naphthol

生成物 1

HCID 671624644-Bromo-2-triisopropylsiloxynaphthalene収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Sodium hydride (0.38 g, 15.9 mmol) was added portionwise to a solution of 4-bromo-2-naphthol (3.54 g, 15.9 mmol) in THF (50 mL) with stirring at 0° C. under N2. Ater 0.5 h chlorotriisopropylsilane (3.06 g, 15.9 mmol) was added dropwise at 0. The solution was stirred at room temperature for 2 h, poured into water (200 mL), extracted with DCM (dichloromethane) (4×50 mL), dried (MgSO4) and the solvent removed under reduced pressure. The residue was chromatographed on silica using hexanes as eluent. The solvent was removed under reduced pressure to give the title compound (5.78 g, 96%) as a colourless oil.

後処理

  1. stirringThe solution was stirred at room temperature for 2 h
  2. extractionextracted with DCM (dichloromethane) (4×50 mL)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed under reduced pressure
  5. customThe residue was chromatographed on silica
  6. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-9ffc7b4ec73c46d7b3c45d9187730492
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703978B2

反応ノート

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