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Dimethylcarbamoyl Chloride → 4-Phenyl-2-pyridinecarbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylcarbamoyl Chloride | HCID 6598 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-Phenylpyridine-1-oxide | HCID 70803 | — |
| 反応物 | Trimethylsilyl cyanide | HCID 82115 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-Phenyl-2-pyridinecarbonitrile | HCID 87758 | — |
反応手順
To a solution of 4-phenylpyridine N-oxide (5 g) in DCM (50 ml) was added at RT TMSCN (4 ml), and the solution was stirred for 5 min at RT. Then, dimethylcarbamoyl chloride (2.8 ml) was added at RT, and the resulting solution was stirred at RT for 48 h. To the reaction mixture was added a solution of aq. 10% K2CO3 (50 ml) and stirring was continued for 10 min. The phases were separated and the aq. layer extracted twice with DCM. The combined org. phases were dried over MgSO4 and evaporated off. Filtration over a plug of SiO2 (Hept/EA 8:2) gave 4.98 g of the desired compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08093250B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-b8a1245b0b204da9807d4f64155c6433 |
| 出典メモ | uspto-grants-2012_01 |