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HCID 19385687、化合物 → (4-{[tert-Butyl(dimethyl)silyl]oxy}-3-chlorophenyl)methanol

HRID 2255596
ノート
印刷プレビュー

反応式

HRID 2255596 の反応式
[Si:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][C:10]=1[Cl:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Si:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([CH2:13][OH:14])=[CH:11][C:10]=1[Cl:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 19385687HCID 19385687、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 54570390(4-{[tert-Butyl(dimethyl)silyl]oxy}-3-chlorophenyl)methanol収率 54.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred and cooled (0° C.) solution of 8.00 g (26.7 mmol) of the product of Step A dissolved in 50 mL of anhydrous THF was added 53.3 mL (53.3 mmol) of a 1M solution of lithium aluminum hydride in THF. After the addition was complete the reaction mixture was allowed to warm to room temperature and stirred 2 hours. The stirred reaction was then quenched by dropwise addition of 2.5 mL water, then 2.5 mL of 15% NaOH, and finally 7.5 mL water. The reaction mixture was then filtered and concentrated in vacuo. The residue was dissolved in ethyl acetate, washed with 1N HCl, saturated NaHCO3, dried (MgSO4), and evaporated in vacuo to afford 4.0 g (53%) of the title compound.

後処理

  1. additionAfter the addition
  2. stirringstirred 2 hours
  3. customThe stirred reaction
  4. customwas then quenched by dropwise addition of 2.5 mL water
  5. filtrationThe reaction mixture was then filtered
  6. concentrationconcentrated in vacuo
  7. dissolutionThe residue was dissolved in ethyl acetate
  8. washwashed with 1N HCl, saturated NaHCO3
  9. dry with materialdried (MgSO4)
  10. customevaporated in vacuo

出典と根拠

ORDレコード
ord-02d515fca04f4ddbae0422bc1d8394eb
出典データセット
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05240938

反応ノート

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