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Sodium borohydride → [3-(3-Piperidin-1-yl-propoxy)-isoxazol-5-yl]-methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | 3-(3-Piperidin-1-yl-propoxy)-isoxazole-5-carboxylic acid methyl ester | HCID 44515459 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | [3-(3-Piperidin-1-yl-propoxy)-isoxazol-5-yl]-methanol | HCID 44515460 | 99% |
反応手順
To a solution of 3-(3-piperidin-1-yl-propoxy)-isoxazole-5-carboxylic acid methyl ester (0.200 g, 0.750 mmol) in EtOH (15 mL) was added NaBH4 (0.358 g, 11.2 mmol) was slowly over 30 min. The reaction mixture was heated at reflux overnight, then was cooled to rt and quenched by the addition of 1 N NaOH (10 mL). The mixture was stirred for 1 h, and then was extracted with DCM (3×30 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated to yield the desired alcohol (0.177 g, 99%). MS (ESI): exact mass calcd. for C12H20N2O3, 240.15; m/z found, 241.3 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423147B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-4fb12e859a844246a266bae6761ac7a9 |
| 出典メモ | uspto-grants-2008_09 |