Hydrogenation of pyrrole derivatives II

Hydrogenation of pyrrole derivatives II

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1、/APPLIEDCATALYSISA:GENERALELSEVIERAppliedCatalysisA:General147(1996)407-414Hydrogenationofpyrrolederivatives.II.HydrogenationsoversupportednoblemetalcatalystsL4szl6Hegedtisa,*,TiborM4th6b,AntalTungleraaDepartmentofOrganicChemicalTechnology,TechnicalUniversityofBudapest,H-1521Budapest,M

2、i~egyetem,P.O.Box91,HungarybResearchGroupforOrganicChemicalTechnology,HungarianAcademyofSciences,TechnicalUniversio"ofBudapest,H-1521Budapest,Mi~egyetem,P.O.Box91,HungaryReceived17April1996;revised3June1996;accepted3June1996AbstractTheheterogeneouscatalytichydrogenationof1-methyl-2-pyr

3、roleethanolresultedin1-methyl-2-pyrrolidineethanol,animportantandvaluablepharmaceuticalintermediate.Variousnoblemetalcatalystsondifferentsupportshavebeenscreened.Thebestresultswereachievedwithacarbonsupportedrhodiumcatalyst,innon-acidicmedium,undermildreactionconditions(6bar,roomtemper

4、ature).Rutheniumoncarbonalsoshowedhighactivityinthishydrogenation.Keywords:Heterogeneouscatalytichydrogenation;1-Methyl-2-pyrrolidineethanol;Rhodium;Ruthenium1.IntroductionInourpreviousstudy[1]wereportedtheheterogeneouscatalytichydrogena-tionof1-methyl-2-pyrroleethanol1to1-methyl-2-pyr

5、rolidineethanol2innon-acidicmediumoverpalladium(Scheme1).Earlierwedescribedthehydrogenationmethodsofpyrrolesinpresenceofdifferentcatalystsindetail[1].Sinceremarkableresultswereachievedwithsupportedrhodiumandrutheniumcatalystsonly[2];nowthehydrogenationsoverthesecatalystsareshownonsever

6、alexamples.*Correspondingauthor.Tel.:(+36-1)4631261;fax:(+36-1)4633648;e-mail:hegedus@ch.bme.hu.0926-860X/96/$15.00Copyright©1996ElsevierScienceB.V.Allrightsreserved.PHS0926-860X(96)00217-7408L.Hegedi~setal./AppliedCatalysisA:General147(1996)407-414H2~'~OH~"'~/"~OHICatalyst,Solvents[CH

7、3CH312Scheme1.Theheterogeneouscatalytichydrogenationof1-methyl-2-pyrroleethanoltol-methyl-2-pyrro-lidineethanol.Usingrhodiumonaluminainthehydrogenationofpyrrolederivativesgoodresultswereobtainedundermildreactionconditions,butonlyinacidicmedium.Forexample,2,5-dimethyl-pyrrolewashydrog

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