To take revenge on him for making Itachi kill his own clan.
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episode 115
yes i did not want to give spoilers but sasuke fights itachi and takes sasukes left eye and sasuke takes itachis right eye they keep fighting so finally sasuke kills itachi and does the head poke thing before he dies
Itachi removed it and killed Orochimaru during his fight with sasuke.
at episode 136 shippuden sasuke first got in the fight with itachi. by episode 139 the fight was over. he won because his chakra overbeat itachi's. itachi used susano'o and ameterasu but sasuke summoned orochimaru. In the end. (Spoiler) Sasuke later learns the uchiha secret. He learns his brother wants to die in the fight/.
that episode does not exist