Chloromethylstyrene was copolymerized with the crosslinking agents-divinylbenzene, ethyleneglycol dimethacrylate, 1,3-butanediol dimethacrylate-and the copolymers were reacted with several amines. Then, even though it was formed to a two-phase reaction system between polymer and water-soluble amine so that it was hard to expect high yield, a high-yield product and low yield of side reaction was obtained in the presence of phase transfer catalyst. Polyiodomethylstyrene was obtained from the substitution of Cl by I from polychloromethylstyrene. It could react with the amines in higher yield than polychlorompthylstyrene, but for its high reactivity, it accompanied a lots of side reactions. It was concluded that the phase transfer catalyst could be used for controlling the reactivity and the side reaction in the polymer-supported organic reaction.