Terumos 1:8-9
Terumos 1:8
One may not take terumah from olive oil for olives that are scheduled to be crushed for oil, nor may one take terumah from wine for grapes that are scheduled to be pressed for wine. If one did do so, what he separated counts as terumah and must be treated as such but he must also separate terumah again properly (as a penalty). If the first terumah falls into chulin (non-sanctified food), the mixture is rendered what’s called medumah and may only be eaten by a kohein. If a non-kohein eats the first terumah, he must repay it with an extra fifth. These rules do not apply to the second terumah (which is only terumah by rabbinic law).
Terumos 1:9
One may take terumah from olive oil for olives that are scheduled to be pickled and from wine for grapes that are scheduled to be dried into raisins. If one took terumah from olive oil for olives that are scheduled to be eaten, from olives for olives that are scheduled to be eaten, from wine for grapes that are scheduled to be eaten, or from grapes for grapes that are scheduled to be eaten, and he then decided to press the olives or the grapes, he need not take terumah again.