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Ethyl 3-cyclopropyl-3-methylbutanoate → 3-Cyclopropyl-3-methylbutan-1-ol

HRID 1806893
ノート
印刷プレビュー

反応式

HRID 1806893 の反応式
C([O:3][C:4](=O)[CH2:5][C:6]([CH:9]1[CH2:11][CH2:10]1)([CH3:8])[CH3:7])C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[CH:9]1([C:6]([CH3:8])([CH3:7])[CH2:5][CH2:4][OH:3])[CH2:11][CH2:10]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

4

反応物 2

HCID 267154Ethyl 3-cyclopropyl-3-methylbutanoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 672967843-Cyclopropyl-3-methylbutan-1-ol収率 46.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Step C To a solution of 3-cyclopropyl-3-methyl-butyric acid ethyl ester (2 g, 11.75 mmol) in anhydrous tetrahydrofuran (40 mL) at 0° C. was added a tetrhydrofuran solution (1 M) of LiAlH4 (23.5 mL, 23.5 mmol) under nitrogen. The reaction mixture was stirred at 0° C. for 1 h, then poured into a ice-water. The mixture was extracted with ethyl acetate. The organic layer were separated, washed with water, aqueous HCl solution, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:10, 1:5) to give 3-cyclopropyl-3-methyl-butan-1-ol as a colorless oil (0.7 g, 46%).

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

後処理

  1. extractionThe mixture was extracted with ethyl acetate
  2. customThe organic layer were separated
  3. washwashed with water, aqueous HCl solution, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography (EtOAc:hexanes=1:10, 1:5)

出典と根拠

ORDレコード
ord-182355049238498ca959f91f2eec0a7d
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08354444B2

反応ノート

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