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1、~APPLIEDCATALYSISA:GENERALELSEVIERAppliedCatalysisA:General143(1996)309-316HydrogenationofpyrrolederivativesI.HydrogenationsoverpalladiumLfiszl6Hegedfisa,*TiborMfith6b,AntalTunglera"DepartmentofOrganicChemicalTechnology,TechnicalUniversityofBudapest,P.O.Box91,Mffegyetem
2、,H-1521Budapest,HungarybResearchGroupforOrganicChemicalTechnology,HungarianAcademyofSciences,TechnicalUniversityofBudapest,P.O.Box91,Mffegyetem,H-1521Budapest,HungaryReceived16November1995;revised15February1996;accepted19February1996AbstractTheheterogeneouscatalytichydr
3、ogenationof1-methyl-2-pyrroleethanolresultedin1-methyl-2-pyrrolidineethanol,animportantandvaluablepharmaceuticalintermediate.Innon-acidicmedium,withcarbonsupportedpalladiumcatalyst,applyingsolventmixturesandmildreactionconditions(6bar,80°C)highconversionandselectivitywe
4、reobtained.Thishydrogenationispartofanewlydevelopedandindustriallyfeasiblesynthesis.Keywords:Heterogeneouscatalytichydrogenation;1-Methyl-2-pyrrolidineethanol;Palladiumcatalyst1.IntroductionThenitrogencontainingheterocyclescannotbeeasilysaturated,duetopoisoningthemetalc
5、atalystsbysecondaryortertiaryN.Pyrroleanditsderivativesareamongthemoredifficultheterocycliccompoundstosaturate.Pyrrolederivativesareconsideredtobethemostpoisonousheterocyclesincatalytichydrogenationreactions,probablybecauseoftherelativerigidityofthefive-memberedring.The
6、poisoningcanbeeliminatedbyaddingproticacidtothereactionmixture.Firstofallrhodiumandrutheniumcatalystscouldbeappliedinthesereactions[1].Inthisworktheheterogeneouscatalytichydrogenationof1-methyl-2-pyrroleethanol(1)to1-methyl-2-pyrrolidineethanol(2)wasinvestigated(Scheme1
7、).*Tel.:(+36-1)4631261;fax:(+36-1)4633648;e-mail:hegedus@ch.bme.hu.0926-860X/96/$15.00Copyright©1996ElsevierScienceB.V.Allrightsreserved.PIIS0926-860X(96)00094-4310L.Hegedffsetal./AppliedCatalysisA:General143(1996)309-316H2,PdJCIt,OHSolventsOH&&12Scheme1.Theheterogeneou
8、scatalytichydrogenationof1-methyl-2-pyrroleethanoltol-methyl-2-pyrrolidineethanol.Sincethehydrogenationof1hasn
