Water → 2-(2,3-Dihydro-1H-inden-1-yl)ethan-1-ol

HRID 1699016ノート

反応式

HRID 1699016 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]1([CH2:16][C:17](O)=[O:18])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1.O.CCOC(C)=O>CCOCC>[CH:7]1([CH2:16][CH2:17][OH:18])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 965011-Indanacetic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 123228632-(2,3-Dihydro-1H-inden-1-yl)ethan-1-ol収率 92.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Lithium aluminum hydride (1 M in Et2O, 14 mL, 14 mmol) was slowly added to a solution of 2-indanylacetic acid (2.5 g, 14 mmol) in Et2O. The reaction mixture was heated at reflux for 2 h and was cooled to room temperature. Water and EtOAc were added and the organic solution was washed with water (2×) and brine (1×), dried over MgSO4, filtered, and concentrated to afford 2-indanylethanol (2.1 g) which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ7.08-7.24 (m, 4H), 3.75 (t, 2H), 3.07 (m, 2H), 2.61 (m, 3H), 1.80 (m, 2H); MS 180 (M+18).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 2 h
  3. washthe organic solution was washed with water (2×) and brine (1×)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-284d8701720d406c83856d65e2603988
出典データセット
uspto-grants-2002_02
特許番号
US06344485B1

反応ノート

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