Synthesis of Perdeuterated Alkyl Amines/Amides with Pt/C as Catalyst under Mild Conditions

Zhang, Hong-Hai; Chen, Meng-Zhe; Yu, Xinbin; Bonnesen, Peter V.; Wu, Zili; Chen, Hsin-Lung; O’Neill, Hugh

doi:10.1021/acs.joc.4c00553

Title: Synthesis of Perdeuterated Alkyl Amines/Amides with Pt/C as Catalyst under Mild Conditions

Journal Article · 12 May 2024 · Journal of Organic Chemistry

DOI: https://doi.org/10.1021/acs.joc.4c00553 · OSTI ID:2429788

^[1]; Chen, Meng-Zhe ^[2]; Yu, Xinbin ^[1];

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Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States). Center for Nanophase Materials Sciences (CNMS)
National Tsing Hua Univ., Hsinchu (Taiwan)
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

A convenient method for the synthesis of perdeuterated alkyl amides/amines is disclosed. Perdeuterated acetyl amides can be achieved by a hydrogen–deuterium (H/D) exchange protocol with Pt/C as a catalyst and D₂O as a deuterium source under mild conditions. Further, after removal or reduction of the acetyl group, this protocol can provide perdeuterated primary, secondary, and tertiary amines, which are difficult to achieve via other methods.

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States). Center for Nanophase Materials Sciences (CNMS)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); USDOE Office of Science (SC), Biological and Environmental Research (BER)

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 2429788

Journal Information:: Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 11 Vol. 89; ISSN 0022-3263

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Alkyls
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Title: Synthesis of Perdeuterated Alkyl Amines/Amides with Pt/C as Catalyst under Mild Conditions

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