반응 #63320

반응 방정식

2-[3-[3-Formylphenoxy]propyl]-1H-isoindole-1,3-dione

piperidine

→

title compound

수율 77.3%

3-[3-[1-Piperidinylmethyl]phenoxy]propanamine

수율 77.3%

용매

ethyl acetate

반응 조건

후처리

1. 1
   기타The catalyst was removed by filtration
2. 2
   기타the solvent evaporated
3. 3
   workup.ADDITIONhydrazine hydrate (40 ml) was added to an ethanolic solution of the residue at 25°
4. 4
   workup.ADDITIONAfter 67 hr the reaction mixture was diluted with ether
5. 5
   여과filtered
6. 6
   workup.DISTILLATIONthe filtrate was distilled

실험 절차

2-[3-[3-Formylphenoxy]propyl]-1H-isoindole-1,3-dione (50 g) and piperidine (20.7 g) in ethyl acetate (750 ml) were hydrogenated over 10% palladium/carbon catalyst. The catalyst was removed by filtration and the solvent evaporated and hydrazine hydrate (40 ml) was added to an ethanolic solution of the residue at 25°. After 67 hr the reaction mixture was diluted with ether, filtered and the filtrate was distilled to give the title compound as a colourless oil (31.05 g) b.p. 154°-8°/0.15 mm. TLC silica, methanol/0.88 ammonia 80:1, Rf 0.2.

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