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Aluminium lithium hydride → N-Methyl-cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol

HRID 371154
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HRID 371154 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O[C:10]([N:12]1[CH2:17][CH2:16][C@H:15]([OH:18])[CH2:14][C@@H:13]1[C:19]1[CH:24]=[CH:23][C:22]([C:25]([CH3:33])([CH3:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:21][C:20]=1[O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=O)C>C(OCC)C>[CH3:10][N:12]1[CH2:17][CH2:16][C@H:15]([OH:18])[CH2:14][C@@H:13]1[C:19]1[CH:24]=[CH:23][C:22]([C:25]([CH3:33])([CH3:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:21][C:20]=1[O:34][CH2:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 70413237N-Ethoxycarbonyl-cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol

생성물 1

HCID 70491050N-Methyl-cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol수율 91%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
25 °C

실험 절차

To a 25° C. slurry of 267 mg (7.04 mmole) of lithium aluminum hydride in 12 ml ethyl ether is added dropwise over 30 minutes a solution of 1.50 g (3.11 mmole) of N-ethoxycarbonyl-cis-2-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-4-piperidinol. The reaction is stirred for 0.5 hour at 25° C., then two hours at reflux. The reaction is quenched by addition of wet magnesium sulfate followed by decantation and washing of the salts with two 30 ml portions of ether. The ether extract is washed with 10 ml saturated sodium chloride, dried over magnesium sulfate and evaporated to give 1.19 g (91%) of the title compound as a solid.

후처리

  1. temperaturetwo hours at reflux
  2. customThe reaction is quenched by addition of wet magnesium sulfate
  3. washwashing of the salts with two 30 ml portions of ether
  4. extractionThe ether extract
  5. washis washed with 10 ml saturated sodium chloride
  6. dry with materialdried over magnesium sulfate
  7. customevaporated

출처 및 근거

ORD 기록
ord-c38c1a68572b45918b2c1cf53aa53150
출처 데이터셋
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04529732

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