Abstract
Condensation of o-hydroxyacetophenone with benzaldehyde in alcohol in the presence of a triple excess of a sodium hydroxide solution leads to 2'-hydroxychalcone sodium salt. The latter was heated with boron trifluoride etherate in toluene to a 2'-hydroxychalcone boron fluoride complex in which the boron atom is coordinated to the carbonyl oxygen atom. The same complex was obtained by boiling of the o-hydroxyacetophenone boron fluoride complex with benzaldehyde in acetic anhydride.
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REFERENCES
Skoldinov, A.P., Shigorin, D.N., Medvedeva, V.G., and Ryabchikova, T.S., Zh. Obshch. Khim., 1963, vol. 33, no. 9, pp. 3110-3112.
Hawthorne, M.F. and Reintjes, M., J. Org. Chem., 1965, vol. 30, no. 11, pp. 3851-3853.
Gerrard, W., Laffert, M.F., and Shafferman, R., J. Chem. Soc., 1958, no. 10, pp. 3648-3656.
Durden, A. and Crosby, D.G., J. Org. Chem., 1965, vol. 30, no. 5, pp. 1684-1687.
Panasenko, A.I. and Starkov, S.P., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol., 1993, vol. 36, no. 10, pp. 28-31.
Poonia, N.S., Chhabra, K., Kumar, C., and Bhagnat, V.W., J. Org. Chem., 1977, vol. 42, no. 20, pp. 3311-3313.
Geissman, T.A. and Clinton, R.O., J. Am. Chem. Soc., 1946, vol. 68, no. 4, pp. 697-700.
Casiraghi, G., Casnati, G., Dradi, E., Messoni, R., and Sartori, G., Tetrahedron, 1979, vol. 35, no. 12, pp. 2061-2065.
Chawla, H.M. and Sharma, S.K., Heterocycles, 1987, vol. 26, no. 6, pp. 1527-1533.
Kazitsyna, L.A. and Kupletskaya, N.B., Primenenie UF, IK i YaMR spektroskopii v organicheskoi khimii (Application of UV, IR, and NMR Spectroscopy in Organic Chemistry), Moscow: Vysshaya Shkola, 1971.
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Kukharenko, A.V., Avramenko, G.V. Synthesis of Boron-containing Complexes of 1-(2-hydroxyphenyl)-3-phenyl-2-propen-1-one. Russian Journal of General Chemistry 71, 1562–1564 (2001). https://doi.org/10.1023/A:1013994718545
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DOI: https://doi.org/10.1023/A:1013994718545