Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Alcane2214 on June 28, 2019, 04:33:38 PM
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Hi everyone
I have a challenge exercice to do to get my organic chemistry better. I need to synthetize the 4-methylformyl benzoate from the 4-methyl benzaldehyde.
After major search, i found a way to do my molecule, but i didn't find some info i will definitely need on this synthesis. My starting material is the 4-methyl benzaldehyde, and i want to protect the aldehyde founction, so i found the ethylene glycol protection group. But will it protect it from KMnO4?? If not, anybody can hint me about a reagent or something that could help me?
My reaction patern is this:
1-protect aldehyde with ethylene glycol
2-Oxydize the CH3 by KMnO4 to make an acid
3-Unprotect my aldehyde function
4-reduce my acid to ester function by Fischer esterification.
It it a possible way or do i miss something?
Thank you :)
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4-reduce my acid to ester function by Fischer esterification.
that's not a reduction.
i don't think your scheme is the best way of making this compound. its probably best to make the aldehyde last as it's the most reactive functionality.
i would expect your protecting group is probably ok.
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Hi
Thank you for your answer :)
Sadly, the starting material is imposed :( I tough the same, like starting with toluene, make the acid by KMnO4 and then do a Friedel-Kraft to add the aldehyde.
Thank you