Depends on his age.
Neurotypical 5-month-olds have procedural memory
& 6-month-olds have learned behavior. Introducing the bottle then may require dad's giving it to him at first.
Breast milk till 1 yr.(then weaning to a cup is best, but if you must switch, hold him with his head up at least 30 degrees for all bottle-feeds & minimize air-swallowing. Wipe out his mouth after the last feed before nap or bedtime.