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Diethyl Ether → 2-(4-(Trifluoromethyl)phenyl)-2-propanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Methyl 4-(trifluoromethyl)benzoate | HCID 520447 | — |
| 反応物 | HCID 178418348 | HCID 178418348 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(4-(Trifluoromethyl)phenyl)-2-propanol | HCID 2777617 | 84% |
反応手順
Methyl 4-(trifluoromethyl)benzoate (Compound SP825) (37.1 g, 181 mmol) was dissolved in dehydrated THF (90 ml) under a nitrogen atmosphere, a solution of methyl lithium in diethyl ether (1.5 M, 360 ml, 544 mmol) was added dropwise at 0° C. over 2 hours, and the mixture was stirred at room temperature for 30 minutes. A 50% aqueous ammonium chloride solution was slowly added, followed by extraction with ethyl acetate (200 ml×2). This was dried over sodium sulfate and then concentrated under reduced pressure, and the resulting residue was purified by Silica gel column chromatography (hexane/DCM=100/0→25/75) to afford 2-[4-(trifluoromethyl)phenyl]propan-2-ol (Compound SP824) (84%, 31.0 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09409952B2 |
| 出典データセット | uspto-grants-2016_08 |
| ORD ID | ord-c957ed52d4004bb994fe6ad0b0c92bcc |
| 出典メモ | uspto-grants-2016_08 |