Reaktion #452488

Reaktionsgleichung

5-(2-Chloroethoxy)-3,3-dimethyl-2,3-dihydroindol-2-one

N--(2-quinolylmethyl)piperazine

→

title compound

Ausbeute 18.6%

3,3-dimethyl-5-{2-[4-(2-quinolylmethyl)-1-piperazinyl]ethoxy}-2,3-dihydro-1H-indol-2-one

Ausbeute 18.6%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool down
2. 2
   WaschenThe thus-obtained solution was washed with water
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   EinengenAfter the solution was concentrated under reduced pressure
5. 5
   Sonstigethe residue was purified by chromatography on a silica gel column
6. 6
   workup.ADDITIONFractions containing the target compound
7. 7
   Sonstigewere collected
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   SonstigeThe concentrate was crystallized from n-hexane
10. 10
    Sonstigewas then recrystallized from ethyl acetate-ethyl ether

Vorschrift

5-(2-Chloroethoxy)-3,3-dimethyl-2,3-dihydroindol-2-one (182 mg, 3.0 mmol) and N--(2-quinolylmethyl)piperazine (690 mg, 3.0 mmol) were mixed, followed by stirring at 150° C. for 3 hours under an argon gas stream. The resulting mixture was allowed to cool down, and was then dissolved in chloroform. The thus-obtained solution was washed with water and then dried over anhydrous sodium sulfate. After the solution was concentrated under reduced pressure, the residue was purified by chromatography on a silica gel column while using chloroform-methanol (10:1) as an eluent. Fractions containing the target compound were collected and then concentrated under reduced pressure. The concentrate was crystallized from n-hexane and was then recrystallized from ethyl acetate-ethyl ether, whereby 240 mg of the title compound were obtained as pale yellow powder (yield: 73%).

Quelle