Let $\phi(n)$ be the Euler totient function: $$ \phi(2)=1 \;,\; \phi(11)=10 \;,\; \phi(12)=4\;,$$ etc. Define $\Phi(n)$ to be the number of iterations $k$ so that $\phi^k(n)$ reaches $1$. For example, $\Phi(25)=5$ because $\phi(25)=20$ and continuing, it takes $5$ applications to reach $1$: $$25,20,8,4,2,1 \;.$$ Another example: $\Phi(113)=7$: $$113,112,48,16,8,4,2,1 \;.$$ Here is a plot of $\Phi(n)$:
Red curve: $0.43 + 1.22 \ln( n )$.
$\Phi(n)$ is fit quite well (and well beyond what's shown above) by $c \ln(n)$.
Two questions:
Q1. What explains the logarithmic growth, at a high-level?
Q2. What explains the constant $c \approx 1.22$?
Likely both of these questions are answered in the literature.
Note that $\phi(n)$ is even (for $n\ge3$), and if $n$ is even then $\phi(n)\le n/2$. This immediately gives you Pillai's logarithmic upper bound.