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Triethylamine → 2-Bromo-6-(prop-1-en-2-yl)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methanesulfonic anhydride | HCID 81560 | — |
| 反応物 | 2-(6-Bromopyridin-2-yl)propan-2-ol | HCID 22714301 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Bromo-6-(prop-1-en-2-yl)pyridine | HCID 22164283 | — |
反応手順
To a solution of 2-(6-bromopyridin-2-yl)propan-2-ol (Example 2, Step 1) (2.44 g, 11.29 mmol) and methansulfonic anhydride (5.90 g, 33.9 mmol) in dichloromethane (35 mL) was added triethylamine (6.26 mL, 45.2 mmol). After three hours, the reaction mixture was partitioned between ethyl acetate (50 mL) and saturated aqueous sodium bicarbonate (25 mL). The layers were separated and the organic layer was washed with saturated aqueous sodium bicarbonate (25 mL) and brine (2×25 mL), dried over sodium sulfate, filtered, and concentrated. The resulting yellow liquid was purified by silica gel chromatography (2-20% ethyl acetate/hexanes) to afford the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08367706B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-9bccd4730bd841b88063d3b4e431f524 |
| 出典メモ | uspto-grants-2013_02 |