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1-Azabicyclo[2.2.2]octane-4-carbonitrile → Quinuclidin-4-ylmethanamine

HRID 1608933
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인쇄 미리보기

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HRID 1608933 반응식
[C:1]([C:3]12[CH2:10][CH2:9][N:6]([CH2:7][CH2:8]1)[CH2:5][CH2:4]2)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH2:2][CH2:1][C:3]12[CH2:10][CH2:9][N:6]([CH2:7][CH2:8]1)[CH2:5][CH2:4]2
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참가 물질

4

반응물 2

HCID 1412921-Azabicyclo[2.2.2]octane-4-carbonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 22056669Quinuclidin-4-ylmethanamine수율 91%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-cyanoquinuclidine (500 mg, 3.64 mmol, prepared by the method described in EP-269,991-A) in dry THF (5 mL) was added a 1M solution of lithium aluminum hydride (8 mL, 8.0 mmol). The reaction was heated under reflux for 2.5 hours, then subjected to a Fieser workup to yield 4-aminomethylquinuclidine (460 mg, 91%).

후처리

  1. temperatureThe reaction was heated
  2. temperatureunder reflux for 2.5 hours

출처 및 근거

ORD 기록
ord-d9309ec5a1b445cfb6cdec6749a93df7
출처 데이터셋
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05399562

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