I was given a problem to propose a synthesis scheme of para-dibrombenzene from toluene. I'm not sure how to get rid of methyl group. I think of benzyne synthesis. First of all, I use HNO3/H2SO4 and get o-nitrotoluene. Than I oxidate methyl to carboxylic acid using KMnO4 and reduce nitro to amine group and use HNO2. The product is diazonium salt with carboxylic acid, using base I deprotonate latter and then CO2 and N2 gas go off producing benzyne. I would carry out this reaction in ammonia and I'd get aniline, then it would be easy to get the final product. My question: is my synthesis route OK and if the answer is yes, is there any shorter way? I will appreciate your help.
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Topic: p-dibrombenzene (Read 1420 times)