化工社化工社 化学情報印刷レポート · 研究参考用
Methanol → (R,R)-N-(4-phenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Benzyl acetone | HCID 17355 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | (R)-1-(3-Methoxyphenyl)ethylamine | HCID 7020759 | — |
| 触媒 | Titanium isopropoxide | HCID 11026 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | (R,R)-N-(4-phenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine | HCID 28104230 | — |
| 生成物 | (S,R)-N-(4-pbenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine | HCID 28104232 | — |
反応手順
In a similar fashion an equal molar amount of 4-phenyl-2-butanone (Aldrich Chemical Co.), (R)-1-(3-methoxyphenyl)ethylamine and 1.25 equivalents titanium(IV) isopropoxide were mixed and the intermediate imine reduced with ethanolic sodium cyanoborohydride. Work-up and repetitive preparative thin-layer chromatography using 5% methanol in chloroform afforded (R,R)-N-(4-phenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine, 21D [m/z (rel. int.) 283 (M+, 4), 268 (13), 178 (45), 135 (100), 105 (15), 91 (43), 77 (11)] and (S,R)- N-(4-pbenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine, 21E.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06211244B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-aed6f5fe9e0d433f8dbe9df82f9b2ae9 |
| 出典メモ | uspto-grants-2001_04 |