Sciencemadness Discussion Board - Will the ester survive?

Will the ester survive?

ChemistryGhost - 22-9-2012 at 15:18

If someone tried to make an ester out of this and condense the chloride portion of 4-chloro-3-hydroxy-butanal, will the ketone and hydroxide portion survive? If it does, will the resulting ester survive reductive animation?

bbartlog - 22-9-2012 at 17:17

What reaction are you proposing? Something is supposed to react with the chlorine in your substrate to form an ester? What reaction is that?

ChemistryGhost - 24-9-2012 at 12:17

Reacting the chloride portion with the OH part of something like 1-Naphthol. :cool:

Nicodem - 25-9-2012 at 07:04

Quote: Originally posted by ChemistryGhost

If someone tried to make an ester out of this and condense the chloride portion of 4-chloro-3-hydroxy-butanal, will the ketone and hydroxide portion survive? If it does, will the resulting ester survive reductive animation?

What ketone? Do you mean an aldehyde?
What ester? Do you mean an ether?
What reductive "animation"? I assume you mean reductive amination instead, but which method?

If you don't know enough of chemical nomenclature to describe the reaction with words, why don't you simply depict it? It is even simpler than using words and causes less confusion. Also, be specific. I mean, you ask if something will survive some reaction conditions, yet you don't say what conditions. There are no general reagents and reaction conditions for the reductive amination of aldehydes (there are dozens of reagents and innumerable reaction conditions). You should also give a review of the published methods used in this and related syntheses. This would greatly improve the quality of replies.