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Acetyl chloride → 3-Acetamidobicyclo[1.1.1]pentan-1-yl acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetyl chloride | HCID 6367 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 3-Aminobicyclo[1.1.1]pentan-1-yl acetate | HCID 90411187 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-Acetamidobicyclo[1.1.1]pentan-1-yl acetate | HCID 86287955 | — |
反応手順
To a DMF (2 mL) solution of 3-aminobicyclo[1.1.1]pentan-1-yl acetate (1 mmol) is added sodium bicarbonate (3 mmol) and then acetyl chloride (1 mmol) by syringe at 0° C. The reaction is allowed to warm up to room temperature and monitored by LCMS. After LCMS analysis indicated consumption of starting material, the reaction is diluted with water and extracted with EtOAc (3×). The organic layers are combined, washed with brine, dried (magnesium sulfate), filtered, and concentrated. The crude residue is subjected to flash chromatography (silica gel, EtOAc/hexanes) to give 3-acetamidobicyclo[1.1.1]pentan-1-yl acetate (3).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447025B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-e13f7f00e4374bfd90fc6ea29253b12a |
| 出典メモ | uspto-grants-2016_09 |