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Water → (1-Azabicyclo(2.2.2)octan-3-yl)methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Methyl quinuclidine-3-carboxylate | HCID 2736953 | — |
| 反応物 | Lithium | HCID 3028194 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | (1-Azabicyclo(2.2.2)octan-3-yl)methanol | HCID 10130010 | 60% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04925942 |
| 出典データセット | uspto-grants-1990_05 |
| ORD ID | ord-63c361f0fd3a413aa0f8bf4cf767ebb3 |
| 出典メモ | uspto-grants-1990_05 |