Water → (4-Bromo-2-methyl-benzyloxy)-trimethylsilane

HRID 51795ノート

反応式

HRID 51795 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[C:4]([CH3:10])[CH:3]=1.C(N(CC)CC)C.Cl[Si:19]([CH3:22])([CH3:21])[CH3:20].O>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][Si:19]([CH3:22])([CH3:21])[CH3:20])=[C:4]([CH3:10])[CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 22280088(4-Bromo-2-methylphenyl)methanol2 回

生成物 1

HCID 22568853(4-Bromo-2-methyl-benzyloxy)-trimethylsilane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

To a solution of (4-bromo-2-methyl-phenyl)-methanol (Intermediate 133, 500.0 mg, 2.48 mmols), in 10 mL THF was added triethylamine (374.0 mg, 3.70 mmols) and chlorotrimethylsilane (297.0 mg, 2.70 mmols). The resulting solution was stirred for 17 hours at 25° C. and then treated with H2O and extracted with Et2O. The combined organic layers were washed with H2O; 10% aqueous HCl, saturated NaHCO3, and saturated NaCl before being dried (MgSO4) and concentrated under reduced pressure. The title compound, 550.0 mg (81%), was isolated by column chromatography (5% EtOAc-hexanes) as a colorless oil.

後処理

  1. extractionextracted with Et2O
  2. washThe combined organic layers were washed with H2O
  3. dry with material10% aqueous HCl, saturated NaHCO3, and saturated NaCl before being dried (MgSO4)
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-73c9d9b2eb2d41caa0a2a84708d3686e
出典データセット
uspto-grants-2004_03
特許番号
US06713647B2

反応ノート

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