[quote="JPIIFan, post:6, topic:330840"]
Thank you for the comments, all. I had a look through the catechism, and the closest I could find was 2303, which condemns hatred, when one "deliberately wishes him evil".
The problem is that, unless there's a very specific reference to wishing another to go to hell, he won't believe me. So, I'm still looking.
The Church doesn't give separate, specific condemnations of every single immoral act. Producing such a list would be time consuming and counter-productive -- because then someone would come along and say that since this, super-specific thing is not on the list, then that must mean it's okay, even though it violates Christian moral principles.
So I don't think you're going to find some specific quote in a Church document that exactly fits this situation. If your friend cannot apply the general principle of not "deliberately wish[ing] him evil" to the specific reference of wishing a person to an eternity of torment and separation from God, then he has bigger problems that you probably cannot help him with.