Is Converting a Secondary Amine to a Primary Amine Possible with This Route?

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SUMMARY

The discussion centers on the feasibility of converting a secondary amine to a primary amine using a specified synthetic route. Participants highlight that the proposed method may not yield significant results and suggest exploring alternative methods for this conversion. A key step mentioned involves creating a double bond, which should be followed by inducing a carbon-nitrogen double bond, particularly when conjugated with a benzene ring. Overall, the conversation emphasizes the importance of optimizing synthetic routes for better yields in amine conversions.

PREREQUISITES
  • Understanding of amine chemistry, specifically secondary and primary amines.
  • Familiarity with organic synthesis techniques, including double bond formation.
  • Knowledge of conjugation effects in aromatic compounds.
  • Experience with reaction mechanisms involving carbon-nitrogen bonds.
NEXT STEPS
  • Research methods for converting secondary amines to primary amines.
  • Learn about the mechanisms of double bond formation in organic synthesis.
  • Investigate the effects of conjugation in aromatic systems on reaction outcomes.
  • Explore alternative synthetic routes for amine transformations.
USEFUL FOR

Chemistry students, organic chemists, and researchers focusing on amine synthesis and reaction optimization will benefit from this discussion.

kankerfist
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I numbered each reagent and product so you can point and laugh accurately. Any tips would be awesome!
 
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I don't really need a full walkthrough, but if any you you guys spot a product/reagent 1-19 that you notice is right or wrong then please let me know :)
 
The route seems excessive, you won't get a significant yield with it, the significance here is converting a secondary amine to a primary amine, you should search for methods that have to do with this topic in general.

You're approach of creating the double bond seems to be a good initial step, the next one would be to induce the carbon nitrogen double bond since it is more favorable when its conjugated with the Benzene ring.
 

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