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Formic acid (ammonium salt) → (S)-2-(4-Phenyl-butyl)-piperazine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Formic acid (ammonium salt) | HCID 10904 | — |
| 反応物 | (S)-1,4-Dibenzyl-2-(4-phenyl-but-3-enyl)-piperazine | HCID 69487542 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | (S)-2-(4-Phenyl-butyl)-piperazine | HCID 69487314 | 67.4% |
反応手順
Combine (S)-1,4-dibenzyl-2-(4-phenyl-but-3-enyl)-piperazine (2.12 g, 5.3 mmol), 10% Pd/C (300 mg, 0.027 mmol) and ammonia formate (1.67 g, 26.5 mmol) in EtOH (50 mL), heat to reflux for 3 hours 30 minutes, and cool to room temperature. Remove the catalyst via filtration, and concentrate the filtrate to a residue. Purification by flash chromatography on silica gel using 2N NH3 in MeOH and dichloromethane (5%–15%) to give the title compound (780 mg, yield 67%): mass spectrum (Electrospray): m/z=219.2 (M+1); 1H NMR (CDCl3): δ7.30–7.15 (m, 5H), 2.96–2.55 (m, 8H), 2.37–2.30 (m, 1H), 1.64–1.60 (m, 2H), 1.39–1.29 (m, 4H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07214673B2 |
| 出典データセット | uspto-grants-2007_05 |
| ORD ID | ord-e2325a2ae6914fb091d0047178a7cf12 |
| 出典メモ | uspto-grants-2007_05 |