First of all, U need to know SN1, SN2, E1 and E2 completely.
most of reactions in OCHEM is based on those mechanisms.
then, you will know more than half of products without memorizing the individual reactions.
ex)William ether synthesis is SN2, tosylate substitution is also SN2. If you know SN2 completely, you will know these kinds of reactions without memorizing it
there are some harder reactions like michael addition, aldol condensation. etc. these are more complicated.(these reactions also use SN1, SN2,E2, E1 plus other mechanisms such as enolate, alpha hydrogen, etc.) you should memory them. However, you dont even have to memory these complicated reactions if you know all the mechanisms.
**Understanding mechanisms is much harder, but you won't forget it.
**Memorizing reactions is much easier, but you will forget them easily.
Therefore, complete understanding on E1,E2,SN1,SN2. it will help yoo alot on simple reactions. then you will have less reactions to memorize