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2-Phenylpropionic acid → 1-(4-Hydroxypiperidin-1-yl)-3-phenylpropan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Phenylpropionic acid | HCID 10296 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Benzenepropanoyl chloride | HCID 64801 | — |
| 反応物 | Piperidin-4-ol | HCID 79341 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1-(4-Hydroxypiperidin-1-yl)-3-phenylpropan-1-one | HCID 22175162 | 39% |
反応手順
This amine was synthesized in accordance with the method of Scheme 37. To 4 g (40 mmol) of 4-hydroxypiperidine in 20 mL of toluene was added phenylpropionyl chloride (derived from 6 g (40 mmol) of phenylpropionic acid in excess thionyl chloride). To the mixture was added excess 2N aqueous NaOH. After stirring 24 hours, the toluene layer was discarded and the aqueous phase was extracted with CH2Cl2, dried, and evaporated under vacuum to give 3.63 g (39%) of 1-(3-phenylpropionyl)-4-hydroxypiperidine (134). GC/MS indicated 100% purity with a molecular ion of 233.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06355660B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-20902f74a8974b1e835cf06a9590e6d8 |
| 出典メモ | uspto-grants-2002_03 |