Water → 1-{2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylphenyl}-2,2-dimethyl-1-propanone

Temperatur

-78 °C

4-(2-Bromo-4-methylphenoxy)-6,7-dimethoxyquinoline (compound 4) (100 mg) was dissolved in tetrahydrofuran (6 ml) to prepare a solution which was then cooled to −78° C. A 1.59 M n-butyllithium/hexane solution (0.4 ml) was added thereto, and the mixture was stirred at −78° C. for 20 min. Pivaloyl chloride (0.2 ml) was added to the reaction solution, and the mixture was stirred at room temperature overnight. Further, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (21 mg, yield 21%).

1. customto prepare a solution which
2. stirringthe mixture was stirred at room temperature overnight
3. extractionthe mixture was extracted with ethyl acetate
4. washThe ethyl acetate layer was then washed with water and saturated brine
5. dry with materialwas dried over anhydrous sodium sulfate
6. customThe solvent was removed
7. distillationby distillation under the reduced pressure
8. customthe residue was purified by thin layer chromatography

ORD-Eintrag

ord-be7294a553cb41cdabb0b12d31602bf9

Quelldatensatz

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07560558B2