HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Methyl 5-methyl-2-(pyridin-4-yl)benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Edukt | Methyl 2-bromo-5-methylbenzoate | HCID 15110996 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Methyl 5-methyl-2-(pyridin-4-yl)benzoate | HCID 86680841 | 48,5% |
Reaktionsschritte
A mixture of methyl 2-bromo-5-methylbenzoate (5.2 g), pyridine-4-boronic acid (4.2 g), sodium carbonate (4.8 g), tetrakis(triphenylphosphine)palladium(0) (1.3 g), water (10 mL) and DME (50 mL) was heated under reflux overnight under a nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, and filtered through silica gel. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.5 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09440990B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-d1cc840b69de4d4399c71f3d1241791e |
| Quellennotiz | uspto-grants-2016_09 |