The Vespiary

The Hive => Methods Discourse => Topic started by: roddyjojo on November 30, 2003, 09:50:00 AM

Title: Hydrocodone
Post by: roddyjojo on November 30, 2003, 09:50:00 AM

https://www.thevespiary.org/rhodium/Rhodium/chemistry/dihydromorphinones.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/dihydromorphinones.html)



Regarding the text available at the posted link, and the codeine -> dihydrocodeinone (hydrocodone) by rearrangement, can Nickel (Nickel metal or Nickel on Aluminum) be used in place of Pd/Pt in this reaction? I've read somewhere that it can but at some sacrifice to yields, however cannot recall the source.

Also if a powdered mixture of Nickel and Copper and roughly evening amounts was used, how would the presence of the Copper affect the reaction?

Thanks
Title: Has anyone done such synth: codeine ->...
Post by: bouncer on December 12, 2003, 02:37:00 AM
Has anyone done such synth: codeine -> dihydrocodeinone (hydrocodone) ? It seems as it would be very mg efficient (less hydrocodone is needed than codeine to achieve euphoria)
Title: No - do more reading...
Post by: algebra on December 12, 2003, 05:01:00 AM
No - do more reading...

LoneR says that Pd in dry toluene (rather than acidic aqueous solution) yeilds 30% (see alt.d.c). note even rapoport was apparently unable to replicate this hydrogenation/dehydrogenation to obtain the hydrogenated ketone with any kind of yield.