関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | (2-(Dimethylamino)ethyl)triphenylphosphonium bromide | HCID 2724136 | — |
| 反応物 | 1-(3-Phenoxypropyl)piperidin-4-one | HCID 18002222 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(2-Dimethylaminoethyl)-1-(3-phenoxypropyl)piperidine dihydrochloride | HCID 19085491 | — |
反応手順
In a similar manner to Example 28, n-butyllithium (25.2 ml, 2.5M solution in hexanes) was added to a suspension of (2-dimethylaminoethyl)triphenylphosphonium bromide (28.7 g) in dry THF (200 ml). This mixture was then treated with a solution of 1-(3-phenoxypropyl)-4-piperidone (14.7 g) in THF (20 ml). The oil obtained after work up (6.24 g) was hydrogenated in IMS at 1 atmosphere over 10% palladium charcoal over 16 hours. The catalyst was removed by filtration. The filtrate was evaporated and the residue was dissolved in petroleum ether, b.p. 60°-80° C. The solution was dried and evaporated to give an oil which was dissolved in ether and acidified with ethereal hydrogen chloride to yield a precipitate. The precipitate was collected by filtration and recrystallised from IMS to give 4-(2-dimethylaminoethyl)-1-(3-phenoxypropyl)piperidine dihydrochloride, m.p. 294°-295° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05760035 |
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| 出典データセット | uspto-grants-1998_06 |
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| ORD ID | ord-4b8dc02404704dde86b51b67f074d2ad |
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| 出典メモ | uspto-grants-1998_06 |
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