Author Topic: propionyl ester of Hydrocodone  (Read 46 times)

trapstar

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propionyl ester of Hydrocodone
« on: November 10, 2012, 05:35:18 PM »
I was wondering if anybody has any experience with refluxing hydrocodone and propionic anhydride. I am curious to see if a worthwhile compound would result. I do recall in another thread someone said that propionyl ester of hydrocodone would be more interesting than a similar ester of oxy.

What are the conditions under which this reaction takes place?

jon

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Re: propionyl ester of Hydrocodone
« Reply #1 on: November 10, 2012, 07:24:01 PM »
you need to tautomerize the ketone using catalytic sodium acetate and the reflux takes 20 hours yes it would work just look at thebacon.

http://en.wikipedia.org/wiki/Thebacone

the enol is in maybe 5% equilibrium so it takes a long time to make the ester once you have the ester the reaction is irreveable.
in short yes is your answer.