It takes 3.5 hours for Tom to make the drive. If he leaves at 1:30 PM, he'll get there at 5:00 PM.
It takes Lisa 12.25 hours to make the drive (3.5 *3.5 = 12.25). If she leaves at 4:30 AM, we can first add the twelve hours easily to get us to 4:30 PM. Then we just need to add .25 of an hour, which is 15 minutes!
She'll arrive at 4:45 PM. So she'll beat Tom by 15 minutes.