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Hydrochloric Acid → (1R)-3-amino-1-phenylpropan-1-ol

HRID 1760080
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HRID 1760080 반응식
[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.Cl>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
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 10130035(3R)-3-hydroxy-3-phenylpropanenitrile

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a THF solution of (R)-3-phenyl-3-hydroxypropanenitrile was slowly added borane THF complex at room temperature and then the resulting solution was 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.

후처리

  1. customat room temperature
  2. temperaturethe resulting solution was refluxed for 2.5 h
  3. additionwas added to the reaction mixture
  4. customMethanol and methyl borate were removed by distillation
  5. extractionExtraction of the mixture with dichloromethane,followed
  6. concentrationby concentration

출처 및 근거

ORD 기록
ord-6fd6b3bd1fc44e6494259b36ac039070
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06838581B2

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