Multi Compound

Multi Compound

Best pathway for a multi-step synthesis?

I am in an Organic II lab and I don't know which is the best pathway for a formation of the compound methyl m-nitrobenzoate...

From this lab below which is the best way to create the compound

http://jade6.truman.edu/~patter/organic/procedures/multistep-2.pdf

Also, I can't use an alternate route, it must one that was suggested in the lab as I have limited resources available to me.
Hey, thank you for those who responded. Of the given pathways, I am asking which gives the best yield percentage. The point being, I wanted to know which gives the highest yield (as implied in my question) based on the route indicated.

Eleanor, I'm not sure what it is you are asking here. The multistep synthesis for which you've provided a link is a good way of making methyl meta-nitrobenzoate from acetonephenone, but its not the only way to do so. You can also mix up the order of the steps For example, you could do oxidation as decribed in your procedure but then do the esterification, and save the nitration for the last step. Also, you could start the synthesis from bromobenzene. In this case, you could make the same product by first doing a lithium-halogen exchange of bromobenzene with n-butyllithium and then quench the aryllithiate with carbon dioxide (commonly in the form of dry ice), This method will afford the same bezoic acid intermediate as was described in your procedure. It all depends on what your starting material is and what other limitations you have to work with...

Hope this helps!!!

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