I don't think you can just add oil to a system and then look for leaks. First, it has to be the correct oil (PAG or Ester - there may be more) If you have too much I suspect you will damage the compressor or clog your orifice tube. You might could add refrigerant with dye and look but you would still need to fix the leak and likely replace and seals that were opened. You seem to have gauges and a vacuum pump so at least you would have a better chance than most. Unfortunately, refrigerant is expensive when you are trying to learn on your on. Good Luck.