반응 #591198

반응 방정식

water

acetic acid

1-(6-Chloromethylpyridin-2-ylmethyl)-5-(1,3-dioxolan-2-yl)-3,4-dihydro-1H-quinolin-2-one

piperidine

→

5-(1,3-dioxolan-2-yl)-1-(6-piperidinomethylpyridin-2-ylmethyl)-3,4-dihydro-1H-quinolin-2-one

수율 64.0%

용매

ethyl acetate

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   세척washed twice with water and once with a saturated sodium chloride solution
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   농축The dry product was concentrated under reduced pressure
5. 5
   기타the residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1)
6. 6
   농축The purified product was concentrated to dryness under reduced pressure

실험 절차

1-(6-Chloromethylpyridin-2-ylmethyl)-5-(1,3-dioxolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (1.0 g, 2.8 mmol) was added to piperidine (2 ml), followed by stirring in an argon atmosphere at 100° C. for 2 hours. After cooling to room temperature, water and a small quantity of acetic acid were added to the reaction mixture, and extraction with ethyl acetate was performed twice. The organic layers were combined, washed twice with water and once with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The dry product was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1). The purified product was concentrated to dryness under reduced pressure to thereby obtain 0.73 g (yield: 64%) of 5-(1,3-dioxolan-2-yl)-1-(6-piperidinomethylpyridin-2-ylmethyl)-3,4-dihydro-1H-quinolin-2-one as a light yellow amorphous solid.

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