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Dimethylformamide → 5-Bromo-2-[(2S)-oxiran-2-ylmethoxy]benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-Bromosalicylaldehyde | HCID 72863 | — |
| 反応物 | Oxiranemethanol, 4-methylbenzenesulfonate, (S)- | HCID 153296 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-Bromo-2-[(2S)-oxiran-2-ylmethoxy]benzaldehyde | HCID 86652941 | 107.6% |
反応手順
Preparation according to Preparation 1 using 5-bromo-2-hydroxybenzaldehyde (6 g, 30 mmol), (S)-glycidyltosylate (8.2 g, 36 mmol), K2CO3 (4.9 g, 36 mmol) and DMF (12 ml). Water (100 ml) was added and the solution was extracted with EtOAc (3×100 ml). The combined organic phases were washed with LiCl (5%, 100 ml), HCl (1 N, 100 ml), brine, were dried and concentrated to give the crude title compound (8.3 g). MS m/z (rel. intensity, 70 eV) 257 (M+, 38), 256 (M+, 39), 200 (bp), 199 (87), 57 (88).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524766B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-03d4c742822045a0b1b79b9068c24fe4 |
| 出典メモ | uspto-grants-2013_09 |