반응 #44109

반응 방정식

ammonium chloride

6-fluoro-2-methyl-5-{4-[2-(3-nitrophenyl)ethyl]-1-piperazinyl}quinoline

ammonium chloride

→

title compound

수율 91.0%

3-{2-[4-(6-Fluoro-2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}aniline

수율 91.0%

용매

methanol

water

반응 조건

후처리

1. 1
   온도The reactants were heated
2. 2
   workup.ADDITIONadded in 3 portions during the reaction
3. 3
   여과filtered
4. 4
   여과filter
5. 5
   농축The filtrate was concentrated under reduced pressure
6. 6
   workup.ADDITIONdiluted with water (5 mL)
7. 7
   추출a saturated aqueous solution of sodium hydrogen carbonate (2 mL) and extracted into ethyl acetate (3×5 mL)
8. 8
   건조The combined organic layers were dried over sodium sulfate
9. 9
   농축concentrated under reduced pressure

실험 절차

A solution of 6-fluoro-2-methyl-5-{4-[2-(3-nitrophenyl)ethyl]-1-piperazinyl}quinoline (0.05 g; 1 eq) in methanol (3 mL) was added dropwise to a suspension of iron powder (0.05 g; 7 eq) and ammonium chloride (0.05 g; 7 eq) in water (3 mL). The reactants were heated at reflux for 8 hours, with additional amounts of iron powder (total 0.05 g; 7 eq) and ammonium chloride (0.05 g; 7 eq) added in 3 portions during the reaction. The reaction mixture was cooled to room temperature and filtered using a Millipore filter. The filtrate was concentrated under reduced pressure, diluted with water (5 mL) and a saturated aqueous solution of sodium hydrogen carbonate (2 mL) and extracted into ethyl acetate (3×5 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to give the title compound in 91% yield (0.04 g).

출처