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Friday, July 01, 2005

Reaction of an alcohol with thionyl chloride (Ch. 11)

This is an example of a reaction involving thionyl chloride. The alcohol is halogenated with excess thionyl chloride to yield chloro lactone. The paper is a study on the biomimetic (mimicking a biological process) synthesis of bisesquiterpene lactones, specifically biatractylolide and biepiasterolide which have been extracted from Atractylodes macrocephala (Chinese medicinal plant). Article link.

3 Comments:

  • 1) Your title should be catalytic hydrogenation of an ether TO an alcohol, not OF
    2) This is not a reaction that we looked at to synthesize alcohols - the hydrogenation of an ether. However, most ethers are inert to catalytic hydrogenation. What is special about this ether?

    By Blogger Jean-Claude Bradley, at 6:39 AM  

  • 1) I didn't mean for you to delete your last post. Even if we did not look at a specific reaction, as long as you can relate it to the material we covered, that is fine. The example you had was on another way to make an alcohol from an ether. However it only works for a special kind of ether, which needs to be pointed out.
    2) The CiteUlike link does not have a link to that ref in J. Org. Chem. How did you create this CiteULike entry?

    By Blogger Jean-Claude Bradley, at 7:06 AM  

  • This one is done - full marks.

    By Blogger Jean-Claude Bradley, at 4:06 PM  

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