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Thionyl Chloride → 2-(Chloromethyl)-5-methylpyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | (5-Methylpyridin-2-yl)methanol | HCID 12325387 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(Chloromethyl)-5-methylpyridine | HCID 588056 | 76% |
反応手順
A mixed solution of (5-methyl-pyridine-2-yl)-methanol (500 mg, 4.1 mmol) described in Manufacturing Example 11-1-1, thionyl chloride (0.59 mL, 8.1 mmol) and methylene chloride (10 mL) was stirred for 5 minutes under reflux. The reaction solution was cooled to room temperature and concentrated under a reduced pressure. The resulting residue was partitioned into diethyl ether and saturated sodium bicarbonate solution. The organic layer was separated and passed through a glass filter lined with silica gel (eluted with ethyl acetate). The eluate was concentrated to obtain the title compound (440 mg, 76%) as a crude product. The resulting compound was used in the following reaction without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08841327B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-0ce18b0b8ad34489bc176a56ffc7a334 |
| 出典メモ | uspto-grants-2014_09 |