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3-Piperidinone, 1-(phenylmethyl)- → 4-(1-Benzylpiperidin-3-yliden)-butyronitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Piperidinone, 1-(phenylmethyl)- | HCID 96650 | — |
| 反応物 | (3-Cyanopropyl)triphenylphosphonium bromide | HCID 3036619 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-(1-Benzylpiperidin-3-yliden)-butyronitrile | HCID 53987194 | — |
反応手順
77.3 g (188.3 mmol) 3-cyanopropyl-triphenylphosphonium bromide are suspended in 300 ml toluene and added to 22.0 g (191.9 mmol) potassium tert-butylate. The mixture is cooled to ca 0° C. under moisture exclusion and a solution of 34.6 g (182.8 mmol) 1-benzyl-3-piperidone in 50 ml toluene is added dropwise under cooling. The batch is left to stand overnight at ca. 0° C. and subsequently diluted with 200 ml toluene and washed twice, each with 100 ml water. The organic phase is extracted with 150 ml half concentrated hydrochloric acid. Subsequently, the aqueous phase is made basic with 200 ml 10% sodium hydroxide solution and extracted twice, each with 250 ml toluene.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07241745B2 |
| 出典データセット | uspto-grants-2007_07 |
| ORD ID | ord-3f7745a5be8c402ab5eab096d3914222 |
| 出典メモ | uspto-grants-2007_07 |