HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → (R,R)-N-(4-phenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Benzyl acetone | HCID 17355 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | (R)-1-(3-Methoxyphenyl)ethylamine | HCID 7020759 | — |
| Katalysator | Titanium isopropoxide | HCID 11026 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | (R,R)-N-(4-phenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine | HCID 28104230 | — |
| Produkt | (S,R)-N-(4-pbenyl-2-butyl)-1-(3-methoxyphenyl)ethylamine | HCID 28104232 | — |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06211244B1 |
| Quelldatensatz | uspto-grants-2001_04 |
| ORD ID | ord-aed6f5fe9e0d433f8dbe9df82f9b2ae9 |
| Quellennotiz | uspto-grants-2001_04 |