pinkman Posted January 13, 2020 Posted January 13, 2020 I want to synthesize methyl 3,5-dibromobenzoate (3,5-dibromobenzoic acid methyl ester). This can be synthesized from the corresponding benzoic acid, ester, or aldehyde, which are all meta- directing. However, they strongly deactivate the benzene ring and make bromination difficult. Even if the first bromination is achievable, i cannot find any papers on how to do the second one. I don't have access to an already bromo- substituted benzene compound. Is there an easier synthetic route? I am struggling in finding any papers for reference. I am very new to Organic Chemistry and although it seems like an easy target I still find it extremely difficult.
hypervalent_iodine Posted January 14, 2020 Posted January 14, 2020 Some targets look deceptively easy just because they're small. You received some synthetic advice over on Chemical Forums that looks good, so I won't bother too much with that. I would add a small word of caution that sometime you end up sinking more time and money into making a target than what you would have spent if you just bought it. This compound is commercially available and quite cheap. Alfa sells 5 g for a bit over $23. I don't know where you are based or what resources you have access to, but were I your position, I would just order it.
pinkman Posted January 14, 2020 Author Posted January 14, 2020 12 hours ago, hypervalent_iodine said: Some targets look deceptively easy just because they're small. You received some synthetic advice over on Chemical Forums that looks good, so I won't bother too much with that. I would add a small word of caution that sometime you end up sinking more time and money into making a target than what you would have spent if you just bought it. This compound is commercially available and quite cheap. Alfa sells 5 g for a bit over $23. I don't know where you are based or what resources you have access to, but were I your position, I would just order it. Thanks for the advice!
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