Yeah, I don't remember an exact episode or chapter, but I remember when Naruto was talking about his future dreams, etc. Kakashi looked up in the sky and it seems like he ws reminiscing about Obito.
He must've. But he wasn't overly nice to Naruto at first, I feel like he didn't think Naruto deserved to be compared to Obito until he learned teamwork and the same morals Obito had.
He still saw himself in Sasuke and almost exclusively trained him instead.