Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: zuriel on April 18, 2016, 11:09:32 AM
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Hi guys,
I'm wondering if anyone knows of any procedures/protocols for functionalizing either ring of 1-naphthylacetic acid (I do need the 2-position kept free) ?
I've tried having a look around on reaxys but can't seem to find anything. I feel like I must be doing the search wrong.
Any advice along the lines of :
-fomylations
-sulfonations
-nitrations
or other reactions would be greatly appreciated!
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Hi guys,
I'm wondering if anyone knows of any procedures/protocols for functionalizing either ring of 1-naphthylacetic acid (I do need the 2-position kept free) ?
I've tried having a look around on reaxys but can't seem to find anything. I feel like I must be doing the search wrong.
Any advice along the lines of :
-fomylations
-sulfonations
-nitrations
or other reactions would be greatly appreciated!
I would imagine things wouldn't be appreciably different in terms of protocols for phenylacetic acid - any luck there? A quick web search yields e.g. J. Org. Chem., 1951, 16 (10), 1588–92
DOI: 10.1021/jo50004a015
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Thank you very much, that document is VERY helpful!!
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Boiling it in sulfuric/nitric acid is pretty much guaranteed to nitrate it. The trick is how many times the ring gets nitrated
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That wouldn't really bother me too much I guess. So long as I can separate the nitrated products. I'm going to give one or two of those procedures a go!