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Author: Subject: whats the best reagent to do monochlorination
smartgene
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[*] posted on 25-8-2016 at 15:15
whats the best reagent to do monochlorination


what is the best reagent to do a monochlorination on the alpha position of a ketone with minimum side reaction like di tri
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Dany
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[*] posted on 25-8-2016 at 15:44


Treating of a ketone with lithium diisopropylamide (LDA) followed by p-toluenesulfonyl chloride (p-TsCl) gives α-chloroketone. This method has been described by Brummond & Gesenberg (see attached file and references therein).

Dany.

Attachment: a-Chlorination of Ketones.pdf (19kB)
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[Edited on 25-8-2016 by Dany]
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smartgene
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[*] posted on 25-8-2016 at 16:57


Im looking for a reagent that can easily prepared
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AvBaeyer
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[*] posted on 25-8-2016 at 19:28


This can be easily accomplished using TCCA with an acid catalyst (chloroketone) or with 1,3-dibromo-5,5-dimethylhydantoin (non-cholorine pool treatment) to give the bromoketone again with an acid catalyst. There are several accesible free references on this if you do a google/google scholar search.

AvB
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PHILOU Zrealone
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[*] posted on 26-8-2016 at 09:35


Cl2/HCl is also sometimes used like for chloropropanone see "The War Gases: Chemistry and Analysis" book into the Library.



PH Z (PHILOU Zrealone)

"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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