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

HRID 1760081
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반응식

HRID 1760081 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10130035(3R)-3-hydroxy-3-phenylpropanenitrileHCID 21226445Aluminium lithium hydride

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3ffdb403336b4bdb868e4548367bd326
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06838581B2

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