Synthesis of 2-Aminocarboxylic Acids on the Basis of Metalated Lithium Acylates
- Autores: Zorin A.1, Lenkova A.1, Khachaturyan A.1, Zorin V.1
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Afiliações:
- Ufa State Petroleum Technological University, ul. Kosmonavtov 1
- Edição: Volume 88, Nº 8 (2018)
- Páginas: 1590-1594
- Seção: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222352
- DOI: https://doi.org/10.1134/S1070363218080066
- ID: 222352
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Resumo
2-Aminocarboxylic acids have been synthesized through the reaction of lithium acylate α-carbanions with alkyl nitrites to form α-hydroxyiminoacylates, followed by reduction of the latter with tin chloride. The reactions of lithium acylate α-carbanions, generated by the metalation of carboxylic acids with lithium diisopropylamide at 35–40°С in THF under argon, with alkyl nitrites at 45–50°С give 2-hydroxyiminocarboxylic acids in 55–97% yields. The reduction of 2-hydroxyiminocarboxylic acids with tin(II) chloride in conc. HCl at 20–25°С leads to 2-aminocarboxylic acid hydrochlorides in 52–94% yields.
Sobre autores
A. Zorin
Ufa State Petroleum Technological University, ul. Kosmonavtov 1
Autor responsável pela correspondência
Email: chemist.518@mail.ru
Rússia, Ufa, Bashkortostan, 450062
A. Lenkova
Ufa State Petroleum Technological University, ul. Kosmonavtov 1
Email: chemist.518@mail.ru
Rússia, Ufa, Bashkortostan, 450062
A. Khachaturyan
Ufa State Petroleum Technological University, ul. Kosmonavtov 1
Email: chemist.518@mail.ru
Rússia, Ufa, Bashkortostan, 450062
V. Zorin
Ufa State Petroleum Technological University, ul. Kosmonavtov 1
Email: chemist.518@mail.ru
Rússia, Ufa, Bashkortostan, 450062