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Purification of volatile aldehydes

Posted: Wed Mar 08, 2017 9:44 am
by Kelrash
Hey,

I am trying to get 4-pentenal from 4-penten-1-ol. Swern or DMP work but the work up/purification is the problem.

I want to use the newly formed aldehyde in a reaction involving LDA in the next step at -78°C so I need it to be in THF and not DCM.

Distillation usually lead to either the product decomposing or just making an azeotrope with DCM.

I am desperate for help, I thought of making trying to use a sodium bisulfite adduct but I would need to regenerate the aldehyde in THF and couldn't find conditions for that.

Any help would be greatly appreciated.

Kel.