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Benzyltrimethylammonium hydroxide → 3-[3-[(3-Methylpyrrolidin-1-yl) methyl]phenoxy]propanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| 反応物 | 3-[(3-Methylpyrrolidin-1-yl) methyl]phenol | HCID 20151505 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 溶媒 | Acrylonitrile | HCID 7855 | — |
| 生成物 | 3-[3-[(3-Methylpyrrolidin-1-yl) methyl]phenoxy]propanamine | HCID 14026189 | — |
反応手順
28.7 g (0.15 mol) of 3-[(3-methylpyrrolidin-1-yl) methyl]phenol are heated under reflux together with 100 ml of acrylonitrile and 1.5 ml of 40% methanolic benzyltrimethylammonium hydroxide solution for 18 hours. The excess acrylonitrile is evaporated off under vacuum and the residue is taken up with ether, washed with 5% NaOH and reduced to the amine by reaction with 7.6 g (0.2 mol) of LiAlH4 in a manner analogous to Example 64 b. 14.9 g (40% of theoretical) of a pale yellow oil is obtained in a sufficiently pure form for subsequent reactions.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04727081 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-505171a282c949038b31467505f1365b |
| 出典メモ | uspto-grants-1988_02 |