[carotis]

Hello, I should show a theoretical evidence: Is N(Et)3 a good medium to induce a substitution reaction? I guess since it is described as a basic solvent, a reaction like H2O/H+ wouldnt make any sense, isn't it?
Otherwise I would assume a kind of reaction mechanism like:
²°R-Br -> R+ + H2O -> R-H2O+ + H2O --> R-OH + H3O+

But the Et3N would neutralize this reaction right? In other words, under basic conditions would the substitution occur? How can I imagine the mechanism?

[AWK]

Et₃N is alkylated by RBr. For hydrolysis of RBr use strong base.

[rolnor]

There are halides that would be hydrolysed, I believe tritylchloride and methoxymethyl chloride would be but that is special cases.

[carotis]

thanks