Bleach Episode 19: Ichigo Becomes a Hollow!
Episode 19 of 366 of Bleach, aired February 15, 2005, 23 minutes. Available with English subtitles and dub where released.
Episode summary
Ichigo trains with Urahara. He is underground trapped in the hole with 72 hours left until his life chain will come to its end. Held by a binding spell, he waits while Jinta and Ururu tease him. When his chain is no more, he goes though the process of becoming a Hollow. In his mind Ichigo finds that he has to find the shinigami box or he will become a Hollow. After he finds the box he comes out of the hole a semi-hollow, semi-shinigami. He breaks the mask and Urahara moves on to the third lesson: defeat Urahara.