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Ethyl trifluoroacetate → 4,4,4-Trifluoro-1-(4-fluorophenyl)butane-1,3-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl trifluoroacetate | HCID 9794 | — |
| 反応物 | 4'-Fluoroacetophenone | HCID 9828 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 溶媒 | Hydrochloric Acid | HCID 313 | — |
| 溶媒 | tert-Butyl methyl ether | HCID 15413 | — |
| 生成物 | 4,4,4-Trifluoro-1-(4-fluorophenyl)butane-1,3-dione | HCID 2771476 | 97% |
反応手順
To a solution of ethyl trifluoroacetate (23.9 mL, 199 mmol) in tertbutylmethylether (230 mL) containing sodium methoxide (5.4 M, 39.6 mL, 214 mmol) was added 4-fluoroacetophenone (25 g, 181 mmol) and the resulting mixture stirred at room temperature for 3 h and then poured into ice-water. The mixture was then diluted with HCl (2 N, 200 mL) and then extracted with ethyl acetate. The combined organic extracts were then dried over sodium sulfate and evaporated to afford the title compound (40.9 g, 97%) which was obtained as an orange oil. MS: m/e=232.9 [M−H]−.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846719B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-4e71d25699d645ea9ee27e25ce4d5f72 |
| 出典メモ | uspto-grants-2014_09 |