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Hydrochloric Acid → (1R,2S)-2-Amino-1-(4-ethylphenyl)-1-propanol

HRID 13013
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HRID 13013 반응식
C(OC(=O)[NH:7][C@@H:8]([CH3:19])[C@@H:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][CH:12]=1)[OH:10])(C)(C)C.Cl>C(#N)C.O>[NH2:7][C@@H:8]([CH3:19])[C@@H:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][CH:12]=1)[OH:10]
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 59339896tert-butyl[(1S,2R)-2-(4-ethylphenyl)-2-hydroxy-1-methylethyl]carbamate

생성물 1

HCID 28743543(1R,2S)-2-Amino-1-(4-ethylphenyl)-1-propanol

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매2회

실험 절차

To a stirred solution of tert-butyl[(1S,2R)-2-(4-ethylphenyl)-2-hydroxy-1-methylethyl]carbamate (450 mg, 1.51 mmol) in acetonitrile (10 ml) was added aq. HCl (6 N, 3 ml), and stirring was continued for 3.5 h. Then the mixture was diluted with water (10 ml), and acetonitrile was removed in vacuo. The mixture was washed with dichloromethane (20 ml). The aqueous layer was then made alkaline (pH≈10) by addition of aq. NaOH (10 N), and extracted with dichloromethane (3×20 ml). The combined organic extracts were dried with Na2SO4, the solvent was removed in vacuo to afford white solid, 280 mg (97%).

후처리

  1. customwas removed in vacuo
  2. washThe mixture was washed with dichloromethane (20 ml)
  3. additionby addition of aq. NaOH (10 N)
  4. extractionextracted with dichloromethane (3×20 ml)
  5. dry with materialThe combined organic extracts were dried with Na2SO4
  6. customthe solvent was removed in vacuo
  7. customto afford white solid, 280 mg (97%)

출처 및 근거

ORD 기록
ord-a70a7dce29da43beb5ea17ee1544b178
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728030B2

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