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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: shrikantvarma on October 16, 2010, 07:18:17 AM

Title: witting reaction
Post by: shrikantvarma on October 16, 2010, 07:18:17 AM

is it possible to perform witting reaction of alpha halo ketone ( in my case i using alpha bromomethyl isopropyl ketone) i am getting some unknown products pls explain??

Title: Re: witting reaction
Post by: discodermolide on October 16, 2010, 07:33:07 AM

Quote from: shrikantvarma on October 16, 2010, 07:18:17 AM

is it possible to perform witting reaction of alpha halo ketone ( in my case i using alpha bromomethyl isopropyl ketone) i am getting some unknown products pls explain??

What is your Wittig reagent? You may get attack at the carbonyl followed by epoxide formation similar to sulphur ylids

Title: Re: witting reaction
Post by: shrikantvarma on October 16, 2010, 07:48:38 AM

Thanks for reply.
i used methyledene triphenyl phosphorane as witting reagent?? can i brominate after witting reaction ?? will it work as i think alkene formation there might be problem in bromination??

Title: Re: witting reaction
Post by: discodermolide on October 16, 2010, 09:10:02 AM

Quote from: shrikantvarma on October 16, 2010, 07:48:38 AM

Thanks for reply.
i used methyledene triphenyl phosphorane as witting reagent?? can i brominate after witting reaction ?? will it work as i think alkene formation there might be problem in bromination??

If you get the olefin you can brominate it under normal conditions.

Title: Re: witting reaction
Post by: shrikantvarma on October 16, 2010, 02:20:51 PM

thanks,
will bromination will not go to alkene which will be the ideal condition???

Title: Re: witting reaction
Post by: discodermolide on October 16, 2010, 06:02:52 PM

Quote from: shrikantvarma on October 16, 2010, 02:20:51 PM

thanks,
will bromination will not go to alkene which will be the ideal condition???

I said above, if you get the olefin (alkene) it will brominate