The hydrophobic reactant was hydrogenated to the hydrophilic product by using two kinds of solid catalysts with different surface properties. Water was introduced to remove the product, which deposited on the surface of the catalyst. For PAX, catalytic deactivation was occurred in the trickle bed reactor. Since Pd/C was hydrophobic, the catalyst surface was mainly covered with organic solution. The product was deposited on the catalyst surface. On the other hand, for Pd/Al2O3, the catalytic activity was stable. Since Pd/Al2O3 was hydrophilic, the catalyst was mainly covered with water. Product was easily transferred from the catalyst to water.