A few questions:
1. Is the top reinforced concrete layer exposed?
2. How loose is the rubble layer? Will it need to be cased?
3. Is the 2nd reinforced concrete layer sitting directly on top of competent rock?
4. What is your anchor design load and the anticipated hole diameter needed?
If you need to case through the rubble, forget using an airtrack. For drilling through reinforced concrete, I would not pick a tricone roller bit as my weapon of choice.
If the top reinforced concrete layer is exposed, I'd recommend coring through that to the rubble. You'll most likely have to case your hole through the rubble. Also, casing is installed to prevent hole collapse. It may even be temporary. Free length should be provided by sheathing the anchor tendon above the rock socket.