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Triethylamine → 3-Chloropyridine-2-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (Trimethylsilyl)acetonitrile | HCID 87557 | — |
| 反応物 | Pyridine, 3-chloro-, 1-oxide | HCID 123133 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 3-Chloropyridine-2-carbonitrile | HCID 818258 | 84.1% |
反応手順
A mixture of 3-chloropyridine-N-oxide (2.12 g, 16.30 mmol), trimethylsilyl(acetonitrile) (3.25 g, 32.80 mmol), triethylamine (3.30 g, 32.60 mmol) and acetonitrile (10 mL) was heated at reflux for 6 h. After concentration under reduced pressure, the resulting residue was basified with aqueous sodium carbonate (3N) and extracted with methylene chloride. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 3-chloropicolinonitrile (1.90 g). The crude product was carried forward without further purification. MW=139 confirmed by LC-MS, tr=2.33 min (Method E) MH+=140.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07776847B2 |
| 出典データセット | uspto-grants-2010_08 |
| ORD ID | ord-d6467b72557b4382aff3956d0bcd526e |
| 出典メモ | uspto-grants-2010_08 |