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Evaluation of the Heterogeneously Catalyzed Strecker Reaction Conducted Under Continuous Flow
Author(s) -
Wiles Charlotte,
Watts Paul
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800751
Subject(s) - chemistry , strecker amino acid synthesis , borosilicate glass , catalysis , yield (engineering) , flow chemistry , acetonitrile , selectivity , organic chemistry , enantioselective synthesis , thermodynamics , physics
Building on our experience of micro‐reaction technology, we present herein the evaluation of an integrated borosilicate glass micro reactor in which 51 α‐aminonitriles were synthesized via a series of continuous solution‐phase and heterogeneously catalyzed reaction steps, affording analytically pure products in yields > 99.6 %. As an extension to this, the ability to selectivity synthesize aldehydic Strecker products in the presence of ketonic functionalities was also investigated, concluding with the chemoselective synthesis of 2‐(4‐acetylphenyl)‐2‐(phenethylamino)acetonitrile whereby the desired product was obtained in 99.8 % yield and quantitative purity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)