HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethylenediaminetetraacetic Acid → 4-Methoxy-2-methylpyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethylenediaminetetraacetic Acid | HCID 6049 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Chloro-4-methoxypyridine | HCID 1991128 | — |
| Edukt | HCID 178477797 | HCID 178477797 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Methoxy-2-methylpyridine | HCID 4737758 | 50% |
Reaktionsschritte
Methylzinc chloride in THF (2 M, 10.489 mL, 21 mmol) was added to a solution of 2-chloro-4-methoxypyridine (0.500 g, 3.48 mmol) and Pd(PPh3)4 (0.161 g, 0.14 mmol) in THF (10 mL). The mixture was refluxed for 40 h and then poured into an aqueous solution (10 mL) containing ethylenediaminetetraacetic acid (1.5 g). The resulting mixture was neutralized with K2CO3 and extracted with Et2O. The organic layer was concentrated to give a residue, which was purified on a silica gel column eluting with MeOH:EtOAc (1:10) to give 4-methoxy-2-methylpyridine (0.213 g, 50.0%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07456289B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-e810fdf5a0ca4f1d9c55403b4f5a9099 |
| Quellennotiz | uspto-grants-2008_11 |