Water → 3-Hydroxymethylquinuclidine

HRID 1650879

反応式

HRID 1650879 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 101300103-Hydroxymethylquinuclidine収率 60%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-63c361f0fd3a413aa0f8bf4cf767ebb3
出典データセット
uspto-grants-1990_05
特許番号
US04925942

関連ノート

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