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retrosynthesis problem 2 years 9 months ago #12639

Hello, could you help me with this exercise?

3 retrosynthetic routes to obtain gallic acid (3,4,5-trihydroxybenzoic acid), from benzene in the
laboratory.
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Last Edit: by dante1z .

retrosynthesis problem 2 years 9 months ago #12640

Welcome to the forum.
I upload 2 synthesis routes that will allow you to sketch the 3rd route.

Greetings.
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The following user said thanks: dante1z

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retrosynthesis problem 2 years 9 months ago #12641

thank you very much, i am really lost in that problem.
greetings

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retrosynthesis problem 2 years 9 months ago #12642

Wilbertrivera wrote: Welcome to the Forum.
I upload 2 synthesis routes that will allow you to sketch the 3rd route.


Greetings.


In the synthesis that I planned, I started with benzene, nitrated it, used the Sandmeyer reaction to convert the diazonium intermediate to anisole, then sulfonated, nitrated, removed the sulfonic acid group, added a halogen, which through Grignard converted to acid. Then resort to another Sandmeyer reaction to convert the nitro groups to phenol.
Likewise, in the nitration of the diphenolic acid of the second option, we can end up having 2-nitro-3,5-dihydroxybenzoic acid as a secondary product, so that step does not give me much confidence.

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Last Edition: by gabo15 .

retrosynthesis problem 2 years 9 months ago #12645

Hello Gabo. It would be interesting if you upload your proposal in a scheme, to enrich the different alternatives that will obviously exist in all Synthesis Design.
Greetings

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