A facile and convenient synthesis of di(n-butyl)carbonate-(carbonyl-13C)
- Authors: Trukhin D.V1, Rogozhnikova O.Y.1, Salnikova O.I1, Tormyshev V.M1
-
Affiliations:
- N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences
- Issue: Vol 59, No 6 (2023)
- Pages: 790-796
- Section: Articles
- URL: https://journals.rcsi.science/0514-7492/article/view/145098
- DOI: https://doi.org/10.31857/S0514749223060071
- EDN: https://elibrary.ru/FBBNHY
- ID: 145098
Cite item
Abstract
Reaction of silver-13C carbonate, obtained from readily available barium-13C carbonate, with 1-iodobutane resulted in formation of di( n -butyl)carbonate-( carbonyl -13C) isolated in high yield via simple and convenient laboratory procedure.
About the authors
D. V Trukhin
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences
Email: trukhin@nioch.nsc.ru
O. Yu. Rogozhnikova
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences
O. I Salnikova
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences
V. M Tormyshev
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences
References
- Mathieu J., Weill-Raynal J. Formation of C-C Bonds. Stuttgart: Thieme. 1973, 1.
- Stowell J.C. Carbanions in Organic Synthesis. New York: Wiley and sons. 1979, 5, 6. doi: 10.1016/S0022-328X(00)85925-2
- Radinov R., Haimova M., Simova E. Synthesis. 1986, 1986, 886-891. doi: 10.1055/s-1986-31817
- Chen G.J., Chen L.S. J. Fluorine Chem. 1991, 55, 119-129. doi: 10.1016/S0022-1139(00)80113-X
- Colle T.H., Lewis E.S. J. Am. Chem. Soc. 1979, 101, 1810-1814. doi: 10.1021/ja00501a03
- Rogozhnikova O.Yu., Vasiliev V.G., Troitskaya T.I., Trukhin D.V., Mikhalina T.V., Halpern H.J., Tormyshev V.M. Eur. J. Org. Chem. 2013, 2013, 3347-3345. doi: 10.1002/ejoc.201300176
- Schulz K.-H., Heine H.-G., Hartmann W. Org. Synth., Coll. Vol. 1990, 7, 149-154. doi: 10.15227/orgsyn.062.0149
- Ito Y., Sasaki A., Tamoto K., Sunagawa M., Terashima, S. Tetrahedron. 1991, 47, 2801-2820. doi: 10.1016/S0040-4020(01)87086-1
- Gage J.R., Evans D.A. Org. Synth., Coll. Vol. 1993, 8, 528. doi: 10.15227/orgsyn.068.0083
- Chubarov A., Spitsyna A., Krumkacheva O., Mitin D., Suvorov D., Tormyshev V., Fedin M., Bowman M.K., Bagryanskaya E. Molecules. 2021, 26, 108. doi: 10.3390/molecules26010108
- Joseph B., Ketter S., Gopinath A., Rogozhnikova O., Trukhin D., Tormyshev V.M., Bagryanskaya E.G. Chem. Eur. J. 2021, 27, 2299-2304. doi: 10.1002/chem.202004606
- Рогожникова О.Ю., Трухин Д.В., Асанбаева Н.Б., Тормышев В.М. ЖОрХ. 2021, 57, 820-831.
- Rogozhnikova O.Yu., Trukhin D.V., Asanbaeva N.B., Tormyshev V.M. Russ. J. Org. Chem. 2021, 57, 905-913. doi: 10.1134/S107042802106004X
- Tormyshev V., Chubarov A., Krumkacheva O., Trukhin D., Rogozhnikova O., Spitsyna A., Kuzhelev A., Koval V., Fedin M., Godovikova T., Bowman M., Bagryanskaya E.G. Chem. Eur. J. 2020, 26, 2705-2712. doi: 10.1002/chem.201904587
- Poncelet M., Driesschaert B. Angew. Chem. Int. Ed. 2020, 59, 16451-16454. doi: 10.1002/anie.202006591
- Porter W.R., Spitznagle L.A., Trager W.F. J. Labelled Comp. Radiopharm. 1976. XII, 577-582. doi: 10.1002/jlcr.2580120415
- Rodríguez A., Canosa J., Domínguez A., Tojo J. J. Chem. Eng. Data. 2002, 47, 1098-1102. doi: 10.1021/je010260b
- Kozlova S.A., Emel'yanenko V.N., Georgieva M., Verevkin S.P., Chernyak Y., Schäffner B., Börner A. J. Chem. Thermodyn. 2008, 40, 1136-1140. doi: 10.1016/j.jct.2008.02.012
- Rogozhnikova O.Yu., Vasiliev V.G., Troitskaya T.I., Trukhin D.V., Mikhalina T.V., Halpern H.J., Tormyshev V.M. Eur. J. Org. Chem. 2013, 2013, 3347-3345. doi: 10.1002/ejoc.201300176
- Tormyshev V.M., Gauhman A.P. Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk. 1976, 4, 111-116.