dormouse (Member)
04-20-00 23:46
No 108399
      MD-P2P with WITTIG ? -dreamer  Bookmark   

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Author  Topic:   MD-P2P with WITTIG ? 
Member   posted 06-20-98 05:50 PM          
in pihkal #94 shulgin talks about a synthesis of -(3,4-methylenedioxyphenyl)-2-butanone with a Wittig reaction between piperonal and the derivative of triphenylphosphonium propyl bromide.
Is such a reaction difficult to carry out for a novice chemist and is it possible to substitute propyl bromide with ethyl bromide to get MD-P2P ?
And why does Shulgin get an alcohol when he reacts the grignard reagent with the aldehyde and rathead or rhodium a ketone ( ??

Member   posted 06-22-98 07:20 AM          
Wittig reaction is not a reaction for the bees. Difficult, butyl-Li involved, etc.
The Wittig reaction produces alkenes from carbonyl compounds, not propanones or butanones or other ketones.
Rathead's procedure uses grignards to make the alkyl-cadmium intermediate. This reacts with aldehydes to the ketone. If you use the unmodified grignard, an alcohol will result.

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