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Phenylacetaldehyde → 3-Phenyl-2-({4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-amino)propanenitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phenylacetaldehyde | HCID 998 | — |
| 反応物 | Trimethylsilyl cyanide | HCID 82115 | — |
| 反応物 | 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol | HCID 577801 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Phenyl-2-({4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-amino)propanenitrile | HCID 22475641 | 63% |
反応手順
To a mixture of phenylacetaldehyde (0.7 mL, 5.8 mmol) and trimethylsilyl cyanide 0.8 mL, 6.0 mmol) in CH2Cl2 (2 mL) was added 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (Oakwood, 1.6 g, 6.1 mmol). The resulting mixture was stirred at ambient temperature over 18 h. The reaction mixture was diluted with CH2Cl2 and water. The organics were washed several times with water, dried (MgSO4), and concentrated in vacuo. Purification by flash chromatography (8:1 hexanes/EtOAc) afforded the title compound as a pale yellow solid (1.4 g, 63%). MS (ES+) m/z 389 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06900244B2 |
| 出典データセット | uspto-grants-2005_05 |
| ORD ID | ord-98cb879f487c46668b7f0e75c9956936 |
| 出典メモ | uspto-grants-2005_05 |