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Topic: Cresol (4-methylphenol) into NH2 -- reaction?  (Read 3393 times)

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Offline tesoro_tiffa

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Cresol (4-methylphenol) into NH2 -- reaction?
« on: January 31, 2013, 09:04:29 AM »
I have 4-methyl phenol and I need to change the OH into an NH2.

I am unsure of how exactly to go about this. I considered putting thionyl chloride and heat in with it so that I can put a Cl group in that spot, which is a good leaving group, and then NO2/NH2 can come in and attack.


Thanks!
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Offline discodermolide

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Re: Cresol (4-methylphenol) into NH2 -- reaction?
« Reply #1 on: January 31, 2013, 10:36:54 AM »
Thionyl chloride won't do it, have a look at this reference.
http://pubs.acs.org/doi/abs/10.1021/jo00795a054
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Offline tesoro_tiffa

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Re: Cresol (4-methylphenol) into NH2 -- reaction?
« Reply #2 on: January 31, 2013, 01:54:55 PM »

Thank you for the article. :)


Quote from: discodermolide on January 31, 2013, 10:36:54 AM
Thionyl chloride won't do it, have a look at this reference.
http://pubs.acs.org/doi/abs/10.1021/jo00795a054
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