Answer
This reaction will proceed via an $S_N1$.
Work Step by Step
1. Substrate
- The carbon connected to the leaving group is connected to 3 other carbons, which makes the reaction only possible via $S_N1$.
2. Nucleophile
- $ROH$ is a weak* nucleophile, which favors $S_N1$ reactions.
*(You can consult the table on page 216)
3. Leaving group
- "$Tosylate$": Good leaving group, which favors $S_N2$.
4. Solvent
- Not mentioned: not a factor.
