I have done the hydrolysis of an ester with LiOH and I've isolated the liyhium salt, my compound isn't compatible with acid. The next step of my synthesis is an amide coupling and I would like to know if it is possible to use the lithium salt directly. Thanks!
Dear María,
perhaps you should just give it a try. In this context please have a look at the respective Wikipedia entry at https://en.wikipedia.org/wiki/HATU in which the detailed reaction mechanism is outlined. There you will see that it is the carboxylate anion which does a nucleophilic attack at the HATU in the first step. So it is certainly worth a try to directly use your lithium carboxylate right away. You can try the reaction on a small scale first and see if it works. Good luck with your experiments!
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