Preparation of O-(Aminopropyl)inulin.
Inulin ethers carrying primary amino groups have many potential applications. O-(Aminopropyl)inulin is obtained from O-(cyanoethyl)inulin by reduction of the nitrile groups. Heterogeneously catalyzed hydrogenation using Raney-cobalt as the catalyst resulted in only partial conversion of the O-cyanoethyl into O-aminopropyl groups. Complete conversion of the nitriles to primary amines was achieved by a homogeneous reduction with an excess of sodium borohydride and cobaltous chloride or with metals in liquid ammonia-methanol. Optimal results were obtained with the latter method; 83% of the substituents were converted into primary amines and 17% were lost by dealkylation.
Verraest
D L
DL
Laboratory of Organic Chemistry and Catalysis, Delft University of Technology, The Netherlands.
Zitha-Bovens
E
E
Peters
J A
JA
van Bekkum
H
H
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006865:Hydrogenation; D007202:Indicators and Reagents; D007444:Inulin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008969:Molecular Sequence Data; D010084:Oxidation-Reduction
D007202:Indicators and Reagents; C115515:O-(aminopropyl)inulin; D007444:Inulin