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Updated: Mar 17, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Direct Synthesis of Protected Secondary N‑Alkylamines via Reductive Amination of Aldehydes with Protected
Hee Won Ryu1, Myunghoon Jeong1, Hyunmin Jeon1
1Department of Chemistry, Korea University, 145 Anam-ro, Seongbuk-gu, Seoul 02841, Republic of Korea.
Abstract:
A novel protocol has been developed for the direct synthesis of protected secondary N-alkylamines through the reductive amination of aldehydes with N-protected primary N-alkylamines by using Me2SiHCl as the reducing agent. We examined the substrate generality and limitations of this method across a broad range of aldehydes, N-protecting groups, and N-alkyl substituents, and the protocol reliably furnished the corresponding protected secondary amines in moderate to excellent yields. In addition, the synthetic utility of this protocol was demonstrated through gram-scale preparation and downstream derivatization of the resulting amine products.
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