HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Benzoylcyclohexanone → ethyl (S)-2-(2-benzoylphenylamino)-3-(3'-methylaminobiphenyl-4-yl)propionate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Benzoylcyclohexanone | HCID 275627 | — |
| Edukt | ethyl (S)-2-amino-3-(3'-methylaminobiphenyl-4-yl)propionate | HCID 86601617 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Anisole | HCID 7519 | — |
| Produkt | ethyl (S)-2-(2-benzoylphenylamino)-3-(3'-methylaminobiphenyl-4-yl)propionate | HCID 69685584 | 55,8% |
Reaktionsschritte
5.7 g (22.1 mmol) of ethyl (S)-2-amino-3-(3′-methylaminobiphenyl-4-yl)propionate and 5.8 g (28.7 mmol) of 2-benzoylcyclohexanone are dissolved in 10 ml of anisole. 0.6 g of 10% palladium-on-charcoal are added and the reaction medium is then refluxed using a Dean-Stark apparatus for 16 h. The cooled reaction medium is filtered through celite, rinsed with ethyl acetate and concentrated. The residue obtained is purified by chromatography on a column of silica and eluted with a 7/3 heptane/ethyl acetate mixture. 5.9 g of desired product are isolated with a 49% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07452878B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-5c54cfe186944ee3b0d444c9ffb1752e |
| Quellennotiz | uspto-grants-2008_11 |