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Ethanol → 2,2-Dimethylcyclopentanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | Hydroxyamine hydrochloride | HCID 443297 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 生成物 | 2,2-Dimethylcyclopentanone | HCID 138286 | — |
| 生成物 | 6,6-Dimethylpiperidin-2-one | HCID 1714407 | — |
反応手順
The oxime of 2,2 dimethylcyclopentanone is prepared by reaction of the ketone with hydroxylamine hydrochloride in EtOH, and treated with p-toluenesulfonyl chloride and DMAP. Heating then effects Beckmann rearrangement to give 6,6-dimethyl-2-piperidinone which is deprotonated with NaH in DMF solution. Reaction with n-butyl iodide then gives the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05001113 |
| 出典データセット | uspto-grants-1991_03 |
| ORD ID | ord-a010d9c3c9ea409e9b454f9466a6ce01 |
| 出典メモ | uspto-grants-1991_03 |