Optimized synthesis of 2-substituted 1-halocyclopropane-1-carboxylic acids
- Authors: Zagidullin A.A.1, Zorin A.V.1, Zorin V.V.1
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Affiliations:
- Ufa State Petroleum Technological University
- Issue: Vol 86, No 10 (2016)
- Pages: 2307-2311
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/216323
- DOI: https://doi.org/10.1134/S1070363216100108
- ID: 216323
Cite item
Abstract
The reaction of gem-dichloro- and gem-dibromocyclopropanes with n-butyllithium in THF under argon at–78°С followed by purging the reaction mixture with dry CO2 was used to synthesize cis- and/or trans-1-halocyclopropane-1-carboxylic acids in 30–56% yields. The yields of the target products could be increased to 76–83% by the addition of an equimolar amount of LiCl to the reaction mixture. The highest salt effect was obtained with lithium chloride generated in situ (88–96%).
About the authors
A. A. Zagidullin
Ufa State Petroleum Technological University
Email: chemist.518@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062
A. V. Zorin
Ufa State Petroleum Technological University
Email: chemist.518@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062
V. V. Zorin
Ufa State Petroleum Technological University
Author for correspondence.
Email: chemist.518@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, 450062