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All 2 posts   Subject: reductive amination with mol. sieves and Zn/iPrOH   Please login to post   Down

 
    indole_amine
(Stranger)
09-18-04 00:43
No 531876
      reductive amination with mol. sieves and Zn/iPrOH     

seems like a nice one-pot method for the reduction of imines with Zn/AcOH...


Synthesis of Bis[di(2-pyridyl)methyl]amine (BDPMA) by a Novel One-Pot Multi-Step Reductive Amination with Molecular Sieves and Zn/iPrOH
(Michael Renz, Catherine Hemmert, Bernard Meunier)
European Journal of Organic Chemistry 1998, 7 (1271-1273)



Keywords
Reductive amination; Zinc; Pentadentate ligand; Polypyridine ligand


Abstract
Bis[di(2-pyridyl)methyl]amine (BDPMA) has been syn-thesized by refluxing di-2-pyridyl ketone and di-(2-pyridyl)methylamine in isopropanol in the presence of molecular sieves and acetic acid and subsequent reduction with zinc dust. The established methods for reductive amination, i.e. NaBH3CN, NaBH(OAc)3 and NaBH4, failed in the synthesis of BDPMA due to a disfavored equilibrium towards the imine formation and therefore long reaction times were required, involving side reactions. The presented method can be used on large-scales and tolerates aromatic heterocycles as functional groups.


indole_amine
 
 
 
 
    Lego
(Hive Bee)
09-18-04 10:06
No 531965
User Picture 
      Please post in the existing thread     

Post 413690 (Lego: "Red. amination with Zn/iPrOH and mol. sieves", Novel Discourse)

The tendency is to push it as far as you can
 
 

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