Board Thread:Theories and Speculation/@comment-34656247-20180531072459/@comment-6769189-20180604092342

Time dilation itself wouldn't make it harder to escape. If 3 days or 3 seconds passed in Tsukuyomi, it wouldnt strengthen the hold. Also not sure why you think there wasnt time dilation involved, Zetsu described the time from his arrival to the time that Sasuke broke out as "quick" even though Itachi and Sasuke had a decent amount of time fighting and whole backstories/conversations.

The content/intensity of a genjutsu doesnt strengthen its hold

Amaterasu is in the same boat as Tsukuyomi, Itachi planned on using it to defeat Sasuke, not kill him. Its been his M.O. since forever.

Tsukuyomi had the same effect on Sasuke as it did on Kakashi, both were comatose until Tsunade healed them.

Allowing Sasuke to break free of Tsukuyomi would actually ensure that he would use more chakra and exhaust/weaken himself before Orochimaru showed up. Was it ever confirmed that Itachi wore out Sasuke for the soul purpose of releasing Orochimaru? Or if that confrontation as even part of his plan? Itachi had multiple safer alternatives to dealing with Orochimaru