HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Methoxy-4-nitrobenzoic acid → N-(3-Methoxy-4-nitrobenzoyl)serine methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Methoxy-4-nitrobenzoic acid | HCID 78764 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | L-Serine, methyl ester, hydrochloride (1:1) | HCID 2723730 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-Methoxy-4-nitrobenzoyl)serine methyl ester | HCID 67548939 | 69% |
Reaktionsschritte
Dichloromethane (80 mL) was added to serine methyl ester hydrochloride (2.64 g, 17 mmol), 3-methoxy-4-nitrobenzoic acid (3 g, 15.2 mmol), WSC hydrochloride (3.83 g, 20 mmol), DMAP (0.18 g, 1.5 mmol) and N,N-diisopropylethylamine (2.58 g, 20 mmol), and the mixture was stirred at room temperature for one day. The reaction solution was washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/2, 1/1, 2/1, 1/0) to obtain 3.11 g of the title compound as a colorless solid (69%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536197B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-44b331cbf319449888b2dd62743014fb |
| Quellennotiz | uspto-grants-2013_09 |