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Sodium Azide → 3-Azido-4-oxo-pentanoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Azide | HCID 33557 | — |
| 反応物 | Methyl 3-bromo-4-oxopentanoate | HCID 10104516 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-Azido-4-oxo-pentanoic acid methyl ester | HCID 54566383 | 58.6% |
反応手順
To a solution of 2.23 g (10.67 mmol) of 3-bromo4-oxo-pentanoic acid methyl ester in 11 mL of DMF at 0° C. was added 690 mg (10.67 mmol) of sodium azide. After warming to RT over 2.5 h, the reaction was diluted with water and extracted with diethyl ether/hexane (1:1). The layers were separated, the organics dried (Na2SO4), and the solvent removed in vacuo. The residue was purified by silica gel chromatography using diethyl ether/hexane (gradient of 1:4 to 2:3) to give 1.07 g (58% yield ) of the title compound: low resolution MS (FAB) m/e 172 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06294580B1 |
| 出典データセット | uspto-grants-2001_09 |
| ORD ID | ord-cd3907783d144dc1a3249b8e780e97f9 |
| 出典メモ | uspto-grants-2001_09 |