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

HRID 1760079
ノート
印刷プレビュー

反応式

HRID 1760079 の反応式
[C:1]1([C@H:7]([OH:11])[CH2:8][C:9]#[N:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1COCC1>[C:1]1([C@H:7]([OH:11])[CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 10130035(3R)-3-hydroxy-3-phenylpropanenitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a THF solution of (R)-3-phenyl-3-hydroxypropanenitrile was slowly added borane dimethyl sulfide complex at room temperature. Methyl sulfide was then distilled from the reaction vessel and the resulting THF solution refluxed for 2.5 h. After cooling to room temperature methanolic HCl was added to the reaction mixture. Methanol and methyl borate were removed by distillation and the reaction mixture neutralized with sodium hydroxide (5N). Extraction of the mixture with dichloromethane followed by concentration provided the crystalline (R)-3-phenyl-3-hydroxypropylamine.

後処理

  1. customat room temperature
  2. distillationMethyl sulfide was then distilled from the reaction vessel
  3. temperaturethe resulting THF solution refluxed for 2.5 h
  4. additionwas added to the reaction mixture
  5. customMethanol and methyl borate were removed by distillation
  6. extractionExtraction of the mixture with dichloromethane
  7. concentrationfollowed by concentration

出典と根拠

ORDレコード
ord-a0ada6ef4b0b43e88a2d67c69f08646f
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