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Ammonium Chloride → (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 1,1'-Biphenyl-4-carboxylic acid,4'-(trifluoromethyl)-,ethyl ester | HCID 54762425 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol | HCID 22015014 | 95.3% |
反応手順
12.73 ml (12.73 mmol) of a 1 M solution of lithium aluminum hydride in THF are added dropwise to a solution of 6.24 g (21.21 mmol) of ethyl 4′-trifluoromethylbiphenyl-4-carboxylate from Example 21A in 60 ml of dry THF at 0° C. After the reaction is complete, the mixture is mixed with saturated ammonium chloride solution and taken up in ethyl acetate, and the organic phase is separated off and dried over sodium sulfate. After filtration, the solvent is removed in vacuo. The resulting crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1). 5.1 g (20.21 mmol, 95% yield) of a colorless solid are obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07998988B2 |
| 出典データセット | uspto-grants-2011_08 |
| ORD ID | ord-dcd5b1d49ade4da887c0b2a2d031dcb8 |
| 出典メモ | uspto-grants-2011_08 |