HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 3-(benzyloxy)-1-(3-iodopropyl)pyridin-2(1H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 1,3-Diiodopropane | HCID 12314 | — |
| Edukt | 3-(Benzyloxy)pyridin-2-ol | HCID 15666452 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(benzyloxy)-1-(3-iodopropyl)pyridin-2(1H)-one | HCID 59537189 | 10% |
Reaktionsbedingungen
| Temperatur | 70 °C |
|---|
Reaktionsschritte
To a solution of 1,3-diiodopropane (7.1 mL, 63 mmol) in tetrahydrofuran (50 mL) was added 3-(benzyloxy)pyridin-2(1H)-one (1.28 g, 6.3 mmol) and Na2CO3 (0.67 g, 6.3 mmol). The mixture was then stirred at 70° C. for 1 day. Reaction progress was monitored by ES-MS. After ESMS showed essentially complete consumption of the starting material 3-(benzyloxy)pyridin-2(1H)-one, the reaction was stopped. Then the reaction mixture was filtered, concentrated, and subjected to flash column chromatography (eluent: hexane:ethylacetate 1:1). Compound 7 was obtained (240 mg, 10% yield). Analysis: ES-MS (positive ion in MeOH/H2O): m/z=370.2, ([M+H]+, calculated: 370.03).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09156772B2 |
| Quelldatensatz | uspto-grants-2015_10 |
| ORD ID | ord-1afdf59dac434204adac817e65d55505 |
| Quellennotiz | uspto-grants-2015_10 |