HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
6-Methoxyquinoline → Quinoline, 1,2,3,4-tetrahydro-6-methoxy-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 6-Methoxyquinoline | HCID 14860 | — |
| Edukt | Ammonium formate | HCID 2723923 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | Quinoline, 1,2,3,4-tetrahydro-6-methoxy- | HCID 67113 | 89% |
Reaktionsschritte
A mixture of 6-methoxyquinoline (69 μL, 0.5 mmol), ammonium formate (0.32 g, 5.0 mmol), and 10% Pd/C (0.05 g) in anhydrous MeOH (5 mL) was microwaved for 900 s at 100° C. The mixture was filtered and 2M HCl in Et2O (1.5 mL) was added. The product was redissolved in H20/DCM and the aqueous layer basified with 0.1M aq. NaOH (pH 8). After extracting three times with DCM, the organic layer was concentrated to give the product in 89% yield. The product was used without further purification. LC/MS (10-99%) M/Z: M+1 obs=164.0; tR=0.40 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202861B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-cb92215acb624aeb9d073be02ce94bf4 |
| Quellennotiz | uspto-grants-2012_06 |