# Question #b6c38

Jan 27, 2018

The classic way would be to make the tolyl sulfonate ester.....

#### Explanation:

And so....

$R O H + C l {\left(O =\right)}_{2} S {C}_{7} {H}_{8} \stackrel{{H}^{+} , {C}_{6} {H}_{5} N}{\rightarrow} R O - S {\left(= O\right)}_{2} {C}_{7} {H}_{8} + H C l \cdot N {C}_{6} {H}_{5}$....

The sulfonate is an excellent leaving group that can be displaced by moderate nucleophiles....

When you do these reactions, you will not be a popular man/women. Toluene sulfonyl chlorides have a powerful, penetrating smell of rancid butter...and even with a lot of care, and an efficient hood, your neighbours will come around acomplaining....and you also have to use pyridine...