For removal of a few percent of aromatic aldehyde impurity the bisulfite adduct is a standard procedure and it works well too. Problem is, this time around I'm trying to get rid of a few percent of aromatic aldehyde from an aromatic epoxide and I wasn't getting the desired results. I mean the aldehyde percent does reduce but I start losing my epoxide too.
I didn't expect this (silly me) but on some literature searching I find that the epoxide-bisulfite reaction seems well known.
Question: Any workarounds? Conditions? pH? etc. Can anyone think of a way to make this work by tweaking conditions?
If not, any other reagents (not too expensive hopefully) that are aldehyde specific but won't react with epoxides?
One idea I had was oxidising the aldehyde to a carboxilic acid and then extracting it into water . Thoughts? What may be good oxidizing agents? KMnO4?