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

Catalytic hydrogenation of 2-((1-benzyl-1, 2, 3, 6-tetrahydropyridin-4-yl)methylene)-5, 6-dimethoxy-2, 3-dihydroinden-1-one hydrochloride (1) to 2-((1-benzylpiperidin-4-yl)methyl)-5, 6-dimethoxy-2, 3-dihydroinden-1-one hydrochloride (2) was investigated in batch-slurry reactor. 5% Pt/C catalyst was chosen for optimization of reaction conditions because of its higher catalytic activity compared to other catalysts used in the work. To investigate catalyst activity, selectivity and stability the effect of agitation speed, catalyst loading, solvent, temperature, hydrogen pressure and catalyst reuse was studied. The initial rate of hydrogenation increases with increase of catalyst loading, with 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.

Catalyst screening; Pt/C; catalyst activity; process parameters

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