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Pempidine → Butyl hept-2-ynoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pempidine | HCID 6603 | — |
| 反応物 | 1-Hexyne | HCID 12732 | — |
| 反応物 | Butyl chloroformate | HCID 61140 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Butyl hept-2-ynoate | HCID 303087 | 90% |
反応手順
3.25 g (2.75 mmol) of tetrakis(triphenylphosphine)palladium(0) are introduced into 250 ml of dichloromethane in a 500 ml round-bottomed flask under argon. The dark brown solution is stirred at room temperature for 1 h. Then 150 mg (1.25 mmol) of 4-dimethylaminopyridine, 21.5 g (137.5 mmol) of 1,2,2,6,6-pentamethylpiperidine and 10.25 g (125 mmol) of 1-hexyne are added and heated to reflux at 40° C. Subsequently, 17 g (125 mmol) of n-butyl chloroformate are added dropwise over the course of 60 min. After a reaction time of 24 h, the reaction mixture is worked up by distillation to isolate n-butyl 2-heptynoate in 90% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06153786 |
| 出典データセット | uspto-grants-2000_11 |
| ORD ID | ord-2782a910c2a24de28eb54dfbf5de526d |
| 出典メモ | uspto-grants-2000_11 |