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Sodium hydride → (1R,2R)-2-[(6-Bromopyridin-2-yl)methoxy]cyclopentanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | trans-1,2-Cyclopentanediol | HCID 225711 | — |
| 反応物 | 2-Bromo-6-(bromomethyl)pyridine | HCID 12954796 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | (1R,2R)-2-[(6-Bromopyridin-2-yl)methoxy]cyclopentanol | HCID 59526405 | — |
反応手順
Sodium hydride (0.48 mg, 11.96 mmol) was suspended in DMF (12.0 mL) and cooled to 0° C. (1R,2R)-Cyclopentane-1,2-diol (1.22 g, 11.96 mmol) was added and the reaction was stirred for 30 minutes. 2-Bromo-6-(bromomethyl)pyridine (Example 190, Step 1) (0.30 g, 1.20 mmol) was added and the reaction mixture was allowed to warm to room temperature overnight. The reaction was then diluted with ether and quenched with water. After layer separation, the organic layer was dried over magnesium sulfate, filtered and concentrated. Purification of the crude residue by silica gel chromatography afforded 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-9c3e83f6eb9c4302b1ffec8076b997d3 |
| 出典メモ | uspto-grants-2013_02 |