Tuesday, 6 September 2016

organic chemistry - How to make p-chloroanisole from methanol and benzene?


I am tasked to synthesise para-chloroanisole from methanol and benzene. Other reagents are permitted.


Would it be correct to have the benzene attack the methanol $\ce{H}$ and then attack the carbocation that forms with the methoxy ion? From there use $\ce{Cl2}$ and $\ce{AlCl3}$ which would install para and ortho or a combination?



Also if you write one equivalence, does that suffice to say that you are only having it attach once, so that you would only have a max of two groups at the end for each possible product e.g. addition at the 1,2 positions and 1,4 positions?




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