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Sodium Hydroxide → 5-Hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4,4,4-Trifluoro-1-phenyl-1,3-butanedione | HCID 67589 | — |
| 反応物 | Hydroxyamine hydrochloride | HCID 443297 | — |
| 生成物 | 5-Hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole | HCID 2880976 | 91.5% |
反応手順
Prepared according to J. Org. Chem., 1995, 60, 3907. A solution of benzoyltrifluoroacetone (21 g, 97 mmol) was added dropwise over 1 h, at 20-30° C., to a solution of hydroxylamine HCl (6.82 g, 98 mmol) containing sodium hydroxide (2 N, 51 mL, 102 mmol) and the resulting mixture heated under reflux for 45 min. After cooling to room temperature, the mixture was poured into ice-water (500 mL), the precipitate was filtered off, washed with water and dried under vacuum to afford the title compound (20.51 g, 91%) which was obtained as a white solid. MS: m/e=230.2 [M−H]−.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08877782B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-a5de43823a42428dab98f345772490d6 |
| 出典メモ | uspto-grants-2014_11 |