関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Ammonium Hydroxide | HCID 14923 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | 1-(2-trifluoromethyl-phenyl)-ethanone O-methyl-oxime | HCID 54513608 | — |
| 触媒 | Zirconium chloride (ZrCl4), (T-4)- | HCID 9856075 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (1R)-1-(2-(Trifluoromethyl)phenyl)ethylamine | HCID 2782450 | 17.1% |
反応手順
Sodium borohydride (1.17 g) is added slowly to a flask containing zirconium tetrachloride (1.8 g) in tetrahydrofuran (27 mL). A solution of 1-(2-trifluoromethyl-phenyl)-ethanone O-methyl-oxime (1.34 g) in tetrahydrofuran (7.7 mL) is added and the resulting solution is stirred at 25° C. for 12 hours. The reaction mixture is then cooled to 0° C. and water (16 mL) is slowly added. Excess ammonium hydroxide is added and the solution is extracted twice with ethyl acetate. The organic portion is washed twice with 1N hydrochloric acid. The aqueous (acid) layer is basified with sodium hydroxide and extracted twice with ethyl acetate. The organic layer is then washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent is removed under reduced pressure to provide the desired product as a yellow oil (0.20 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06335350B1 |
|---|
| 出典データセット | uspto-grants-2002_01 |
|---|
| ORD ID | ord-5c7f23f8364d44d5a25129a2374b3122 |
|---|
| 出典メモ | uspto-grants-2002_01 |
|---|