Fighting Sleep- Over feeding

I need some tips here because I’m at wit ends with my 8 month old. Baby won’t fully drink his bottle for naps or night sleep. He’s exhausted and fighting his sleep. I let him cry for a bit and once he’s settled sleeping, he cries about 1-2hours later for a bottle. Drinks a little and goes back to sleep…but not for long. The only way I can keep him for longer stretches sleeping by feeding the amount he usually should drink with a thick syringe. This is beyond exhausting and I’m not sure if using the syringe to feed him is making him lazy or what? There have been a couple of times where I over fed him he threw up.