Potassium Iodide → 6-Bromo-1-(4-methoxybutyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one

To 6-bromo-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (1.5 g) were added DMF (24 mL) and NaH (326 mg) under ice-cooling, and the mixture was stirred at room temperature 15 minutes. Then, to the mixture were added 4-chloromethyl butyl ether (1.54 g) and potassium iodide (208 mg), and the mixture was stirred at 100° C. for 7 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. This ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to give the title compound (1.87 g) as a colorless liquid.

1. temperaturecooling
2. stirringthe mixture was stirred at 100° C. for 7 hours
3. extractionthe mixture was extracted with ethyl acetate
4. washThis ethyl acetate solution was washed with water
5. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1)

ORD-Eintrag

ord-10c700d350e14e6bbda95cd6a195b825

Quelldatensatz

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08389511B2