well, how to get "4-chloro-3,5-dimethylphenol" from benzene or
1,3-dimethylbenzene? thanks to everyone who can help me on it.
email to ironmouth@263.net
with title: symthesis approach!
thank u!

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Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA
Uncle Al - 12 Dec 2003 18:10 GMT
> well, how to get "4-chloro-3,5-dimethylphenol" from benzene or
> 1,3-dimethylbenzene? thanks to everyone who can help me on it.
>
> email to ironmouth@263.net
> with title: symthesis approach!
> thank u!
You have some really big steric troubles there. I'd start with
2,6-dimethylaniline, introduce the para-OH, then diazotize and
Sandmeyer. Looks ugly.

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Uncle Al
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Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA
LOUIS - 23 Dec 2003 21:18 GMT
para NH2-C6H4-NO2 + 2CH3-Cl + AlCl3 --> NH2-C6H2(-CH3)2(-NO2)
NH2-C6H2(-CH3)2(-NO2) + HNO2 + CuCl ---> Cl-C6H2(-CH3)2(-NO2) + H2O + N2
+ Cu(2+)
Cl-C6H2(-CH3)2(-NO2) + Sn + HCl ---> Cl-C6H2(-CH3)2(-NH2)
Cl-C6H2(-CH3)2(-NH2) + HNO2 + H3PO3 (or EthOH) --reflux-->
Cl-C6H2(-CH3)2(-OH)
Ph Z
> well, how to get "4-chloro-3,5-dimethylphenol" from benzene or
> 1,3-dimethylbenzene? thanks to everyone who can help me on it.
>
> email to ironmouth@263.net
> with title: symthesis approach!
> thank u!

Signature
Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA