Yes, it seems he did. For example in Yasoja Sutta:
Now, at that time the Blessed One was sitting in imperturbable
concentration [either in the fourth jhāna, the dimension of the
infinitude of space, or the dimension of the infinitude of
consciousness]. The thought occurred to the monks, "Now, in which
mental dwelling is the Blessed One now residing?" Then they realized,
"He is residing in the imperturbable dwelling." So they all sat in
imperturbable concentration.
Then Ven. Ānanda — when the night was far advanced, at the end of the
first watch — got up from his seat, arranged his robe over one
shoulder, stood facing the Blessed One, paying homage with his hands
placed palm-to-palm over his heart, and said to him, "The night, lord,
is far advanced. The first watch has ended. The visiting monks have
been sitting here a long time. May the Blessed One greet them." When
this was said, the Blessed One remained silent.
Then a second time ... (Ananda did the same thing later)
Then a third time ... (Ananda did the same thing later)
Then the Blessed One, emerging from his imperturbable concentration,
said to Ven. Ānanda, "Ānanda, if you had known, not even that much
would have occurred to you (to say). I, along with all 500 of these
monks, have been sitting in imperturbable concentration."