HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 3-Pyridinecarboxylic acid, 2-(4-methoxybenzoyl)-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Furo[3,4-b]pyridine-5,7-dione | HCID 69688 | — |
| Edukt | HCID 178491912 | HCID 178491912 | — |
| Lösungsmittel | Hydrochloric Acid | HCID 313 | — |
| Produkt | 3-Pyridinecarboxylic acid, 2-(4-methoxybenzoyl)- | HCID 11334368 | 27,8% |
Reaktionsschritte
To a THF (15 ml) solution of pyridine-2,3-dicarboxylic acid anhydride (1.0 g, 6.7 mmol) was added dropwise a THF solution of 4-methoxyphenylmagnesium bromide (0.89M, 8.0 ml, 7.1 mmol) at -78° C. The reaction mixture was stirred at the same temperature for 1 h and then a saturated aqueous solution of NH4Cl (20 ml) was added to quench the reaction. The reaction mixture was diluted with 1N HCl and extracted with AcOEt. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (E. Merck, Kieselgel 60/chloroform:methanol=10:1) to give 2-(4-methoxyphenylcarbonyl)-3-pyridine carboxylic acid (479 mg) as a colorless solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05389620 |
| Quelldatensatz | uspto-grants-1995_02 |
| ORD ID | ord-b52f5b32182147ada5b88506affe7b8f |
| Quellennotiz | uspto-grants-1995_02 |