Aurelius (Active Asperger Archivist)
07-14-03 11:18
No 447146
      Guiafenesin  Bookmark   

What would happen to this compound upon Claissen Rearrangment?  the possibility of a usable compound from gakk sparked my interest.


Post 414593 (badbody: "Guaifenesin", Stimulants)

Act quickly or not at all.
 
 
 
 
    Rhodium
(Chief Bee)
07-14-03 16:59
No 447264
      Guaifenesin doesn't do Claisen Rearrangements  Bookmark   

You can only perform Claisen Rearrangements on allylic ethers. Guaifenesin has no aliphatic double bond anywhere, so it won't react that way.
 
 
 
 
    Aurelius
(Active Asperger Archivist)
07-14-03 19:04
No 447298
      Rhodium  Bookmark   

Dehydration.

Act quickly or not at all.
 
 
 
 
    Rhodium
(Chief Bee)
07-15-03 07:13
No 447463
      Dehydration followed by Claisen  Bookmark   

Well, in the case it was first dehydrated to the allyl ether, the major product would be 2-hydroxy-3-methoxy-allylbenzene (I doubt that would be usable) and the minor product would be eugenol...
 
 
 
 
    Aurelius
(Active Asperger Archivist)
07-15-03 07:18
No 447466
      Thanks  Bookmark   

It was worth a shot.  I just looked at that molecule and said " hey, it'd be great if they handed us precursors."  But alas, it was not to be. 

oh well.

Act quickly or not at all.