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Hydrochloric Acid → 4-Phenylpiperidine-4-methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Borane | HCID 6331 | — |
| 反応物 | 4-Phenylpiperidine-4-carboxylic acid, compound with toluene-p-sulphonic acid | HCID 19259 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-Phenylpiperidine-4-methanol | HCID 77896 | 71.6% |
反応手順
4-Phenyl-piperidine-4-carboxylic acid (1.0 g, 2.7 mmol) was added to a solution of borane in THF (1 M, 15 mL). The mixture was then heated at reflux for 1 hour, and then methanol (3 mL) was carefully added dropwise. The mixture was heated at reflux for 1 hour and allowed to cool to room temperature and hydrochloric acid (1 N, 2 mL) was added and the mixture left to stand overnight. The solvent was then removed by evaporation under vacuum and the residue triturated with acetone. The resulting solid was isolated by filtration, washed with diethyl ether and dried under vacuum to afford the title compound as a white solid (0.37 g). LCMS m/z 192.2 [M+H]+. R.T.=0.69 min (Analytical Method 4).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08642621B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-a8284ba1c55d4cfbafe1e3f8191f156e |
| 出典メモ | uspto-grants-2014_02 |