HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → 3-(Benzo[b]thiophen-2-ylmethyl)-6-bromo-4-chloro-2-methoxyquinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Sodium Methoxide | HCID 10942334 | — |
| Edukt | 3-(Benzo[b]thiophen-2-ylmethyl)-6-bromo-2,4-dichloroquinoline | HCID 86715591 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-(Benzo[b]thiophen-2-ylmethyl)-6-bromo-4-chloro-2-methoxyquinoline | HCID 86715603 | — |
Reaktionsschritte
A heterogeneous mixture of 3-(benzo[b]thiophen-2-ylmethyl)-6-bromo-2,4-dichloroquinoline (7.5 g, 17.73 mmol, Intermediate 51: step a), sodium methoxide (4.79 g, 88.62 mmol), and toluene (25 mL) was heated at 110° C. in a sealed tube for 6 hours. The resulting black tar was diluted with DCM, then filtered through Celite®, rinsing with dichloromethane. The filtrate was concentrated and the crude product purified by chromatography (heptanes/DCM, gradient) to provide the title compound as a tan solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09284308B2 |
| Quelldatensatz | uspto-grants-2016_03 |
| ORD ID | ord-88bb014102b9464781b8661cf55c9a65 |
| Quellennotiz | uspto-grants-2016_03 |