HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 6-Bromo-8-chloro-1-methyl-1,2,3,4-tetrahydroquinolin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 6-Bromo-8-chloro-3,4-dihydroquinolin-2(1H)-one | HCID 70979772 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-Bromo-8-chloro-1-methyl-1,2,3,4-tetrahydroquinolin-2-one | HCID 72208284 | 45% |
Reaktionsschritte
A solution of 6-bromo-8-chloro-3,4-dihydro-1H-quinolin-2-one (7.0 g, 26.9 mmol) in DMF (100 mL) was treated with potassium tert-butoxide (6.0 g, 53.8 mmol) at 0° C. portionwise. The resulting mixture was stirred at 0° C. for 30 minutes before methyl iodide (5.0 g, 35.0 mmol) was added. After stirred for 12 hours, the reaction mixture was treated with water, extracted with EtOAc, washed with water and brine in sequence, and dried over anhydrous Na2SO4. After removal of solvent under reduced pressure, the crude product (3.3 g, 45%) was obtained as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09260408B2 |
| Quelldatensatz | uspto-grants-2016_02 |
| ORD ID | ord-a2ef4ba7dac3402da01744e0d06b57f5 |
| Quellennotiz | uspto-grants-2016_02 |