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Tetrahydrofuran → 2-(3-Hydroxy-1,1-dimethylpropyl)-5-methoxyphenol

HRID 1350875
ノート
印刷プレビュー

反応式

HRID 1350875 の反応式
C1COCC1.[CH3:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([CH3:20])([CH3:19])[CH2:13][C:14](=[O:18])[O:15]2)=[CH:10][CH:9]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O>[OH:18][CH2:14][CH2:13][C:12]([C:11]1[CH:10]=[CH:9][C:8]([O:7][CH3:6])=[CH:17][C:16]=1[OH:15])([CH3:20])[CH3:19]
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

5

反応物 3

HCID 8028TetrahydrofuranHCID 210975117-Methoxy-4,4-dimethylchroman-2-oneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 210974522-(3-Hydroxy-1,1-dimethylpropyl)-5-methoxyphenol収率 76%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a tetrahydorofran (THF) (20 ml) solution of 7-methoxy-4,4-dimethylchroman-2-one (4.1 g, 19.7 mmol) was added lithium aluminum hydride (750 mg, 19.7 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 1 hour. To the mixture was added H2O (1 ml) carefully to form a white prepicitate. The organic layer was dried over magnesium sulfate. After filtration to separate solvent and magnesium sulfate and precipitate, the solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with ethyl acetate/hexane=¼ to furnish 3.0 g (76% yield) of the title compound as colorless oil.

後処理

  1. customto form a white prepicitate
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationAfter filtration
  4. customto separate solvent and magnesium sulfate and precipitate
  5. customthe solvent was removed under reduced pressure
  6. customto give a residue, which
  7. washeluted with ethyl acetate/hexane=¼

出典と根拠

ORDレコード
ord-bd52f443d3304e009209d9a50e222624
出典データセット
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07214824B2

反応ノート

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