Hydrogen Peroxide → 6-Chloro-7-methoxyquinoline 1-oxide

In a 100 mL round bottom flask, 6-chloro-7-methoxyquinoline was dissolved in DCM (25.8 mL) and MTO (0.051 g, 0.207 mmol) was added. The reaction mixture was capped and vented with a needle, then placed in an ice bath to cool. Once cool, hydrogen peroxide (0.633 mL, 10.33 mmol) was added drop-wise. When the addition was complete, the reaction mixture was removed from cooling, warmed to room temperature and stirred overnight (18 h). MnO2 (10 mg, 0.115 mmol) was added and the reaction mixture was stirred for an additional 2 h. The reaction mixture was filtered through celite, washing with DCM, then concentrated in vacuo to yield 6-chloro-7-methyoxyquinoline 1-oxide (1.036 g) MS [M+H+]=210.3.

1. additionMTO (0.051 g, 0.207 mmol) was added
2. customThe reaction mixture was capped
3. customplaced in an ice bath
4. temperatureto cool
5. temperatureOnce cool
6. additionWhen the addition
7. customthe reaction mixture was removed
8. temperaturefrom cooling
9. stirringthe reaction mixture was stirred for an additional 2 h
10. filtrationThe reaction mixture was filtered through celite
11. washwashing with DCM
12. concentrationconcentrated in vacuo

ORD-Eintrag

ord-08b1e63a24ed4945a959e4fa26f63dac

Quelldatensatz

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09040712B2