I realize what ya trying to do, I think I put a bit in the Setup Stick on how to do this.
You want to monitor a channel to mix it in.
I'm sure I put info in the stick but the way I worked around this was to create a channel for your Ableton Live then, hmm ill look, I forgotten how I did it with out being in front of REAPER but it involved making an extra track for each track that gave you a monitor and mix in track.
I'll look in the sticky, I'm sure I put it in there.
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