Hi Compass!
I did both semesters of O-chem in one summer, so I had to scramble to memorize all those reactions (especially for the cumulative finals, gah!). I used a "multiple pass" type of studying, usually in the following order:
1) Flashcards -- I used these to get a general familiarity with the reactions, names, etc.
2) Drawing -- I drew the reactions many, many times. I'm a very visual person and I also love to draw, so this was the fun part for me, haha.
3) Thinking about relationships/trends -- I found that if I thought about the reactions in relation to one another (how they are similar and different), it made it easier for me to remember them (I think this makes more connections to the material within the brain or something). Also, O-chem reactions are very "logical" if you understand the underlying mechanisms -- I thought a lot about why the mechanisms worked the way they did based on the rules we'd been given.
4) Mnemonics -- I used these for the terms I just couldn't remember. A pre-dental classmate/study partner was really good at coming up with these, so I used hers a lot of the time.
5) Practice tests -- my professors always gave us a few, and I went through each one carefully.
6) Studying in a group -- talking about the material with others and answering one another's questions were super helpful in solidifying what we were learning.
Hopefully these aren't too obvious or whatever. I found that #3 was the thing that gave me a big edge on the exams (I did *very* well in those classes). It's sort of like if you organize the material in that way, you "own" it or something, and the tests will become a lot easier.
Good luck!!!