HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → Methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2,3-Dihydro-1,4-benzodioxin-6-ol | HCID 9115273 | — |
| Katalysator | Tetrabutylammonium Iodide | HCID 67553 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine | HCID 21624819 | 85% |
Reaktionsschritte
To a mixture of K2CO3 (47.54 g, 344 mmol) and Bu4NI (1.256 g, 3.4 mmol) in DMF was added 2,3-dihydro-benzo[1,4]dioxin-6-ol (26.2 g, 172 mmol) followed by iodomethane (16.1 ml, 258 mmol). After 16 hours the mixture was filtered. The solution was mixed with H2O and extracted with ethyl acetate. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Purification via flash chromatography (95:5 hexane/ethyl acetate) afforded methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine (24.23 g, 85%) as a clear oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524725B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-88354675dfb54aa5b93c85ab368323b4 |
| Quellennotiz | uspto-grants-2013_09 |