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Ethyl Acetate → 3-(2-Oxo-1,3-oxazolidin-3-yl)benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 2-Bromoethanol | HCID 10898 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 3-(BOC-Amino)benzaldehyde | HCID 16740736 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-(2-Oxo-1,3-oxazolidin-3-yl)benzaldehyde | HCID 23131824 | 29.6% |
反応手順
To a solution of 2.93 g of 3-[N-(t-butoxycarbonyl)amino]benzaldehyde in 20 ml of dimethylformamide was added 0.58 g of sodium hydride (60% oily) under ice-cooling. After stirring at room temperature for 1 hour, a solution of 0.93 ml of 2-bromoethanol in 5 ml of dimethylformamide was added dropwise under ice-cooling. After stirring at room temperature for 14 hours, the mixture was heated to stir at 115° C. for 6 hours. Ethyl acetate was added, and this was washed successively with water and an aqueous saturated sedum chloride solution, dried with anhydrous sodium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.75 g of oily 3-(2-oxo-oxazolidin-3-yl)benzaldehyde.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524729B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-66c3dc5457934a1f8fca48a64bde6623 |
| 出典メモ | uspto-grants-2013_09 |