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Paper | Regular issue | Vol 98, No. 8, 2019, pp.1074-1088
Published online, 13th August, 2019
DOI: 10.3987/COM-19-14129
Ruthenium-Catalyzed Hydroxyethylation of Cyclic Amines with Ethylene Glycol

Yushi Nakamura, Shuhei Tomioka, Yohei Oe,* and Tetsuo Ohta

*Department of Biomedical Information, Faculty of Life and Medical Sciences, Doshisha University, 1-3 Tatara-miyakodani, Kyotanabe, Kyoto 610-0394, Japan


It was found that a catalyst system RuCl2(PPh3)3/Xantphos is effective to install hydroxyethyl groups to the nitrogen atom of cyclic amines. Thus, the reactions of cyclic amines with ethylene glycol were performed in the presence of the RuCl2(PPh3)3/Xantphos catalyst in toluene at 120 °C for 22 h to provide the corresponding β-amino alcohols in up to 92% yield.