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(3R)-3-hydroxy-3-phenylpropanenitrile → (1R)-3-amino-1-phenylpropan-1-ol

HRID 1760081
ノート
印刷プレビュー

反応式

HRID 1760081 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C@H:13]([OH:17])[CH2:14][C:15]#[N:16])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1COCC1>[C:7]1([C@H:13]([OH:17])[CH2:14][CH2:15][NH2:16])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
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 10130035(3R)-3-hydroxy-3-phenylpropanenitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 11182697(1R)-3-amino-1-phenylpropan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirring suspension of lithium aluminum hydride in dry THF at 0° C. was added a solution of (R)-3-phenyl-3-hydroxypropanenitrile in dry THF under nitrogen. The ice bath was removed and then the reaction mixture was refluxed for 2 h. Excess lithium aluminum hydride was destroyed by adding H2O and EtOAc. The white precipitate obtained was filtered and washed with MeOH. The combined filtrate was concentrated to give (R)-3-phenyl-3-hydroxypropylamine.

後処理

  1. customThe ice bath was removed
  2. temperaturethe reaction mixture was refluxed for 2 h
  3. customExcess lithium aluminum hydride was destroyed
  4. additionby adding H2O and EtOAc
  5. customThe white precipitate obtained
  6. filtrationwas filtered
  7. washwashed with MeOH
  8. concentrationThe combined filtrate was concentrated

出典と根拠

ORDレコード
ord-3ffdb403336b4bdb868e4548367bd326
出典データセット
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06838581B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート