化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Cyanide → 4-Amino-4-cyano-1-phenyl-piperidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Cyanide | HCID 8929 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 1-Phenyl-4-piperidinone | HCID 413009 | — |
| 反応物 | Ammonia methanol | HCID 21705897 | — |
| 溶媒 | Ammonia | HCID 222 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 4-Amino-4-cyano-1-phenyl-piperidine | HCID 22063351 | 73.4% |
反応手順
N-Phenyl-4-piperidone (2.3 g, 13 mmol, 1.0 equiv) was dissolved in 26 mL of 2 M NH3 in MeOH and NaCN (0.76 g, 15 mmol, 1.2 equiv) and NH4Cl (0.80 g, 15 mmol, 1.2 equiv) were added and the mixture was refluxed for 2 h at which time an additional 26 mL of 2 M NH3/MeOH was added followed by another 2 h of reflux. The reaction mixture was cooled and filtered. The filtrate was concentrated. The crude product was purified by flash chromatography on SiO2 eluting with 100% CH2Cl2 and 2% MeOH in CH2Cl2 to give the pure product (1.92 g) as a thick yellow oil which solidified on standing; MS, m/z 202=M+1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06756372B2 |
| 出典データセット | uspto-grants-2004_06 |
| ORD ID | ord-fc01bf467fd845b88fa2f93561b07817 |
| 出典メモ | uspto-grants-2004_06 |