Water → 3-Hydroxymethylquinuclidine

HRID 1650879

반응식

HRID 1650879 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]12[CH2:14][CH2:13][CH:10]([CH2:11][CH2:12]1)[CH:9]([C:15](OC)=[O:16])[CH2:8]2.[Li].O>C(OCC)C>[N:7]12[CH2:14][CH2:13][CH:10]([CH2:11][CH2:12]1)[CH:9]([CH2:15][OH:16])[CH2:8]2

참가 물질

6

반응물 4

HCID 962WaterHCID 2736953Methyl quinuclidine-3-carboxylateHCID 3028194LithiumHCID 21226445Aluminium lithium hydride

생성물 1

HCID 101300103-Hydroxymethylquinuclidine수율 60%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

90 g (2.37 mole) of lithium aluminum hydride in 200 ml of diethyl ether were slowly added with stirring to a solution of 231 g (1.37 mole) of methyl quinuclidine-3-carboxylate of Example 4 in 1,000 ml of diethyl ether. Reflux was continued for 3 hours and the excess lithium alanate was carefully decomposed with 500 ml of water with proper cooling. The reaction mixture was filtered and after separation of the phases, the ether phase was dried over magnesium sulfate. Thereafter, the ether was distilled off to obtain 116 g (0.82 mole) of quinuclidine-3-methanol (60% yield) as a colorless oil.

후처리

  1. temperatureReflux
  2. filtrationThe reaction mixture was filtered
  3. customafter separation of the phases
  4. dry with materialthe ether phase was dried over magnesium sulfate
  5. distillationThereafter, the ether was distilled off

출처 및 근거

ORD 기록
ord-63c361f0fd3a413aa0f8bf4cf767ebb3
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04925942

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