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Pempidine → Butyl 3-phenylprop-2-ynoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pempidine | HCID 6603 | — |
| 反応物 | Phenylacetylene | HCID 10821 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Butyl chloroformate | HCID 61140 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Butyl 3-phenylprop-2-ynoate | HCID 11769566 | 85% |
反応手順
0.25 g (1.1 mmol) of palladium(II) acetate and 1.16 g (4.4 mmol) of triphenylphosphine are introduced into 100 ml of dichloromethane in a 250 ml round-bottomed flask under argon. The yellow solution is stirred at room temperature for 1 h. Then 0.06 g (0.5 mmol) of 4-dimethylaminopyridine, 8.53 g (55.5 mmol) of 1,2,2,6,6-pentamethylpiperidine and 5.1 g (50 mmol) of phenylacetylene are added. The mixture is heated to reflux at 40° C. and then 6.83 g (50 mmol) of n-butyl chloroformate are added dropwise over the course of 1 h. After a reaction time of 20 h, the reaction mixture is worked up by distillation to isolate n-butyl phenylpropynoate in 85% 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-e4cf8245303548ff8d5fa6461efaaf0c |
| 出典メモ | uspto-grants-2000_11 |