Reduction of unsaturated adamantyl-containing nitriles with lithium aluminum hydride in 2-methyltetrahydrofuran
- Authors: Novakov I.A.1, Orlinson B.S.1, Mamutova N.N.1, Savel’ev E.N.1, Potayonkova E.A.1, Pyntya L.A.1, Nakhod M.A.1
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Affiliations:
- Volgograd State Technical University
- Issue: Vol 86, No 6 (2016)
- Pages: 1255-1258
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/215218
- DOI: https://doi.org/10.1134/S1070363216060062
- ID: 215218
Cite item
Abstract
Reduction of unsaturated adamantyl-containing nitriles with lithium aluminum hydride in 2-methyltetrahydrofuran was examined. It was found that under the synthesis conditions a simultaneous reduction of the double bond and the nitrile group successfully occurred. The presence of bulky substituents in the α-position to the adamantyl moiety of nitriles led to a significant increase in the synthesis duration. A satisfactory yield of the target compounds was achieved only by increasing the temperature and using a two-fold excess of lithium aluminum hydride.
About the authors
I. A. Novakov
Volgograd State Technical University
Author for correspondence.
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
B. S. Orlinson
Volgograd State Technical University
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
N. N. Mamutova
Volgograd State Technical University
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
E. N. Savel’ev
Volgograd State Technical University
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
E. A. Potayonkova
Volgograd State Technical University
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
L. A. Pyntya
Volgograd State Technical University
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
M. A. Nakhod
Volgograd State Technical University
Email: phanchem@vstu.ru
Russian Federation, ul. Lenina 28, Volgograd, 400005
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