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Aluminium lithium hydride → 2-Amino-3-(perfluoropropyl)-1-phenyl-3-propanol

HRID 1061662
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HRID 1061662 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([NH:15][CH:16]([CH:24]([OH:35])[C:25]([F:34])([F:33])[C:26]([F:32])([F:31])[C:27]([F:30])([F:29])[F:28])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=O)C1C=CC=CC=1>O1CCCC1>[NH2:15][CH:16]([CH:24]([OH:35])[C:25]([F:33])([F:34])[C:26]([F:31])([F:32])[C:27]([F:28])([F:29])[F:30])[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22284257HCID 22284257, 화합물

생성물 1

HCID 222842162-Amino-3-(perfluoropropyl)-1-phenyl-3-propanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium aluminum hydride (118 mg) is added to a solution of (2RS,3RS)-2-benzoylamino-4,4,5,5,6,6,6-heptafluoro-3-hydroxy-1-phenylhexane (1.10 g, Reference compound No. 31-2) in anhydrous tetrahydrofuran (20 ml), and the mixture is stirred for three days. The reaction mixture is filtered through Celite to remove impurities. The filtrate is concentrated under reduced pressure, diethyl ether is added to the resulting residue, and the whole is extracted with 0.1 N hydrochloric acid. Sodium hydrogencarbonate is added to the extract to basify the system, and the whole is extracted with ethyl acetate. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give the titled reference compound (164 mg).

후처리

  1. filtrationThe reaction mixture is filtered through Celite
  2. customto remove impurities
  3. concentrationThe filtrate is concentrated under reduced pressure, diethyl ether
  4. additionis added to the resulting residue
  5. extractionthe whole is extracted with 0.1 N hydrochloric acid
  6. additionSodium hydrogencarbonate is added to the
  7. extractionextract
  8. extractionthe whole is extracted with ethyl acetate
  9. washThe extract is washed with saturated brine
  10. dry with materialdried over anhydrous magnesium sulfate
  11. concentrationThe extract is concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-795767046d2c40e1ba8d0898a876227a
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06960575B2

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