<abstract xmlns="http://www.w3.org/1999/xhtml">Catalytic hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride () to 2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride (<bold>2</bold>) was investigated in the batch-slurry reactor. The 5% Pt/C catalyst was chosen to search the optimal reaction conditions because of its higher catalytic activity compared to other catalysts used in the work. To investigate the catalyst activity, selectivity and stability, the effect of agitation speed, catalyst loading, solvent, temperature, hydrogen pressure and catalyst reuse were studied.The initial rate of hydrogenation increases with the increase of catalyst loading, with the temperature and solvent polarity, if alcohols were used as solvents. The hydrogenation rate decreases with higher hydrogen pressure and that was explained by competitive adsorption of both reactants.The results also indicate that 5% Pt/C is a promising catalyst for <bold>1 </bold>hydrogenation because at relatively mild reaction conditions selectivity towards main product was high (98%) and catalyst maintains its activity during successive runs.</abstract>

Catalytic hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride () to 2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride (2) was investigated in the batch-slurry reactor. The 5% Pt/C catalyst was chosen to search the optimal reaction conditions because of its higher catalytic activity compared to other catalysts used in the work. To investigate the catalyst activity, selectivity and stability, the effect of agitation speed, catalyst loading, solvent, temperature, hydrogen pressure and catalyst reuse were studied.The initial rate of hydrogenation increases with the increase of catalyst loading, with the temperature and solvent polarity, if alcohols were used as solvents. The hydrogenation rate decreases with higher hydrogen pressure and that was explained by competitive adsorption of both reactants.The results also indicate that 5% Pt/C is a promising catalyst for 1 hydrogenation because at relatively mild reaction conditions selectivity towards main product was high (98%) and catalyst maintains its activity during successive runs.

Catalytic hydrogenation in the process of 2-((1-benzylpiperidin-4-yl) methyl)-5,6-dimethoxy-2,3-dihydroinden-1-one hydrochloride synthesis I. Catalyst screening and finding the optimal reaction conditions

R & D, Chemistry, PLIVA Croatia Ltd. Prilaz Baruna Filipovica 25, Zagreb, Croatia

University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, Croatia

Polish Journal of Chemical Technology

Catalytic hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride () to...

Catalytic hydrogenation in the process of 2-((1-benzylpiperidin-4-yl) methyl)-5,6-dimethoxy-2,3-dihydroinden-1-one hydrochloride synthesis I. Catalyst screening and finding the optimal reaction conditions

Published Online: Oct 31, 2012

Page range: 38 - 47

DOI: https://doi.org/10.2478/v10026-012-0082-5

Keywords
catalytic hydrogenation, catalyst screening, catalyst selectivity, optimal reaction conditions.

This content is open access.

Catalytic hydrogenation in the process of 2-((1-benzylpiperidin-4-yl) methyl)-5,6-dimethoxy-2,3-dihydroinden-1-one hydrochloride synthesis I. Catalyst screening and finding the optimal reaction conditions

Published Online: Oct 31, 2012

Page range: 38 - 47

DOI: https://doi.org/10.2478/v10026-012-0082-5

Keywordscatalytic hydrogenation, catalyst screening, catalyst selectivity, optimal reaction conditions.

This content is open access.

Keywords
catalytic hydrogenation, catalyst screening, catalyst selectivity, optimal reaction conditions.