関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4-Phenylpiperidin-4-ol | HCID 96387 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | (2,3-Dihydro-1,4-benzodioxin-2-yl)acetaldehyde | HCID 21331989 | — |
| 反応物 | 1-[2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethenyl]-4-phenylpiperidin-4-ol | HCID 53927431 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 2-[2-(4-Hydroxy-4-phenylpiperidino)ethyl]-1,4-benzodioxan hydrochloride | HCID 21332005 | — |
反応手順
To the solution of 10 g of 1,4-benzodioxan-2-yl-acetaldehyde and 12.7 g of 4-hydroxy-4-phenylpiperidine in 300 ml of methanol is added 8 ml of 4.5 N ethanolic hydrogen chloride at which conditions the 2-[2-(4-hydroxy-4-phenylpiperidino)-vinyl]-1,4-benzodioxan is formed in situ. After standing for one hour, at room temperature the solution of 2.4 g of sodium cyanoborohydride in 30 ml of methanol is added dropwise while stirring. After one hour the solution is made strongly basic with aqueous sodium hydroxide, concentrated to a small volume and diluted with water. The mixture is extracted with ethyl acetate, the extract dried and evaporated. The residue is treated with ethanolic hydrogen chloride and the precipitate recrystallized from ethanoldiethyl ether, to yield the 2-[2-(4-hydroxy-4-phenylpiperidino)-ethyl]-1,4-benzodioxan hydrochloride melting at 203°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04039676 |
|---|
| 出典データセット | uspto-grants-1977_08 |
|---|
| ORD ID | ord-cc8e25f91d454cdc83def236adb50686 |
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| 出典メモ | uspto-grants-1977_08 |
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