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Norborn-2-ylacetic acid → 2-(Bicyclo(2.2.1)heptan-2-yl)ethan-1-ol

HRID 1004641
ノート
印刷プレビュー

反応式

HRID 1004641 の反応式
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:8][C:9](O)=[O:10].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:8][CH2:9][OH:10]
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 79139Norborn-2-ylacetic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 35865672-(Bicyclo(2.2.1)heptan-2-yl)ethan-1-ol収率 96.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-Norbornane acetic acid (15 g, 97 mmol) was dissolved in anhydrous tetrahydrofuran (150 mL) and treated dropwise with lithium aluminum hydride (195 mL, 1 M in tetrahydrofuran) at 0° C. The reaction was stirred for three days then quenched by dropwise addition of water (50 mL). The reaction was diluted with diethyl ether (300 mL) and washed with water (3×200 mL). The combined organic phases were dried (MgSO4), filtered, and concentrated to yield an oil. The product was passed through a pad of silica gel to yield 2-bicyclo[2.2.1]hept-2-yl-ethanol as a colorless oil (13.1 g, 96%).

後処理

  1. customthen quenched by dropwise addition of water (50 mL)
  2. additionThe reaction was diluted with diethyl ether (300 mL)
  3. washwashed with water (3×200 mL)
  4. dry with materialThe combined organic phases were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto yield an oil

出典と根拠

ORDレコード
ord-83eaefd8a63445319cd871675653781f
出典データセット
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06051586

反応ノート

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