seba
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Reductive amination with zinc Zn
Has anyone tried reductive amination with zinc?
Article: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3170205/
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sonogashira
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Giovanni B Giovenzana, Daniela Imperio, Andrea Penoni, and Giovanni Palmisano.
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seba
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An another relevant publication:
http://www.sciencedirect.com/science/article/pii/S0040403998...
I have the full PDF. It works also with ketones and ammonia, not just aldehydes and primary amines. But this article is with imines, not imines
created in-situ.
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hive3
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Would be great if it worked
This is a very green solution that can replace some very dangerous chemicals typically used in this process. Be very careful with what you run through
this rxn as you might end up with a very illegal substance.
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hive3
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See Also
Reductive methylation of primary and secondary amines and
amino acids by aqueous formaldehyde and zinc Renato A. da Silva,a Ida´lia H. S. Estevamb and Lothar W. Biebera,* (2007)
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seba
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I've tried acetone + ammonia + Zn/NaOH and I think it works. The smell is different, fishy.
[Edited on 4-7-2013 by seba]
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ElectroWin
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any idea of the yield?
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Mush
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Could be quite high. It depends on the reaction conditions.
Reductive methylation of primary and secondary amines and amino acids by aqueous formaldehyde and zinc
Renato A. da Silva, Idalia H. S. Estevam and Lothar W. Bieber
Tetrahedron Letters 48 (2007), 7680-7682
Attachment: Tetrahedron Letters 48 (2007), 7680-7682.pdf (98kB)
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Mush
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Organic reaction in water. Part 1. A convenient method for reduction of imines using zinc powder
Takehito Tsukinokia, Yoshiharu Mitomaa, Satoko Nagashimaa, Takatoshi Kawaji†, Iwao Hashimoto†,Masashi Tashiroa
Tetrahedron Letters
Volume 39, Issue 48, 26 November 1998, Pages 8873–8876
Attachment: phpMKWfrf (209kB)
This file has been downloaded 918 times
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Nicodem
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Thread Split
10-10-2014 at 10:03 |
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