Why is N-Ethylaniline insoluble in water and partially soluble in Hydrochloric acid?

In N-ethylaniline molecule, the N atom is attached to two rather bulky groups, namely a phenyl group and a ethyl group. Due to steric hindrance effect, the N atom cannot form hydrogen bonds with water molecule. Hence, N-ethylaniline is insoluble in water.

When N-ethylaniline is put into dilute hydrochloride acid, it is protonated to become N-ethylaniliumium chloride, which is ionic in nature and is partially soluble in water.

N-ethylaniline can form a hydrogen bond - but just two and they just can't get the job done. The ion is much more soluble.