In an earlier post I mentioned that I'm trying to help my 8 1/2 week old be able to nap independently. I'm fine with nursing her to sleep, but I'd like her to start taking at least one nap a day by herself.
My problem is that I never know how many times to try before I just put her in a carrier and wear her.

For example, today I started nursing her to sleep at 11:00 or so, when I knew she was getting tired and ready for her second nap. She was asleep by 11:15, I snuck out at 11:30, and she woke up 5 minutes later. SHe fussed for a bit and I left her alone but by 11:45 she was definitely crying. I tried patting her butt and giving her a pacifier but she wouldn't take it and kept crying, so I picked her up and soothed her. THen I tried nursing her sitting up, which is usually how we get ready for bed. She passed out quickly. I tried to transfer her to the crib and she woke up immediately.
Now its 12:30 and its been like 2 1/2 hours since she woke up from her morning nap. So I put her in the carrier. She is very tired and will probably fall asleep any minute.

How many times do I keep trying to get her to sleep alone before I put her in the pack to avoid getting overtired?