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Potassium Carbonate → 1-(3-Aminopropyl)-4-methoxycarbonyl-4-phenylpiperidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 3-Bromopropylamine hydrobromide | HCID 78701 | — |
| 反応物 | Methyl 4-phenylpiperidine-4-carboxylate | HCID 545827 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 1-(3-Aminopropyl)-4-methoxycarbonyl-4-phenylpiperidine | HCID 10683883 | 72.4% |
反応手順
A mixture of 4-methoxycarbonyl-4-phenylpiperidine (8.5 g, 0.039 mol), 3-bromopropylamine hydrobromide (12.7 g, 0.058 mol), potassium carbonate (13.475 g, 0.0957 mole), and KI (3.24 g, 0.0195 mol) in 1,4-dioxane (200 mL) was stirred and refluxed for 24 hours. Dioxane was evaporated at reduced pressure, the residue was treated with ice-cold 6 N NaOH (400 mL) and extracted with CH2Cl2 (4×120 mL). Solvent was evaporated from the combined dried (K2CO3) extracts and the residue was purified by column chromatography on silica gel using CHCl3/MeOH/ 2 M NH3 in MeOH (20:2:1) as the eluent to afford the product as a viscous oil (7.8 g, 72%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06362182B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-677c6f41a62f435fb570a025c45b1ad5 |
| 出典メモ | uspto-grants-2002_03 |