HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Nitrogen → N-(5-nitrobiphenyl-3-yl)acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Nitrogen | HCID 947 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | N-(3-bromo-5-nitrophenyl)acetamide | HCID 10658908 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | N-(5-nitrobiphenyl-3-yl)acetamide | HCID 89500237 | 61% |
Reaktionsschritte
A solution of N-(3-bromo-5-nitrophenyl)acetamide of Example 1(c) (1 g, 3.87 mmol) in 1,2-dimethoxyethane (20 ml) was degassed by N2 bubbling for 5 min. Phenyl-boronic acid (0.61 g, 5.04 mmol, 1.3 eq.) was added and the mixture was degassed for another 5 min. Pd(dppf)Cl2 (0.63 g, 0.77 mmol, 0.2 eq.) and aqueous sodium carbonate (1.23 g, 11.6 mmol, 3.0 eq.) were added and the procedure of Example 1(d) was followed. The crude residue of the product was purified by column chromatography (60-120 silica gel, 50% ethyl acetate in hexane) to give the product in 61% yield (0.6 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447091B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-d7937579df9c41098c17dc381f3d5ca0 |
| Quellennotiz | uspto-grants-2016_09 |