3-Bis(5-methylfur-2-yl)methyl-2,4-pentanedion

Vladimir T. Abaev

doi:10.3390/M43

North-Ossetian State University, RUS-362040 Vladikavkaz, Russian Federation

Molecules1998, 3(1), M43;https://doi.org/10.3390/M43

This article belongs to the Section Molbank Section of Molecules, 1997-2001

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To a stirred suspension of dry sodium acetylacetonate (1.83g, 15mmol) in 20 ml CH₃CN at 0deg.C freshly prepared bis(5-methylfur-2-yl)methylperchlorate [] (2.74g, 10mmol) was added in small portions waiting for decolouration between each one. After further stirring for 15 min, the mixture was poured into 100 ml of H₂O. Extraction with Et₂O, drying of the ether layer by Na₂SO₄ and evaporation gave the brown oil, which was dissolved in acetone, filtered through a pad of silica gel and then left to crystallize. Yield 1.53g (56%).

M.p. 59-60deg.C.

1H-NMR (CDCl₃): 5.91 (d, 2H, 3-H_Fur); 5.82 (d, 2H, 4-H_Fur); 4.77 (d, 1H, CH_Fur); 4.55 (d, 1H, CH_CO); 2.17 (s, 6H, CH_{3 Fur}); 2.07 (s, 6H, CH_{3 CO}) ppm.

Anal. calc. for C₁₆H₁₈O₄ (274.32): C 70.05, H 6.61; found C 69.94, H 6.67.

Supplementary materials

Supplementary File 1Supplementary File 2

Acknowledgment

The author would like to thank Dr. Andrey V. Gutnov and Dr. Alexander V. Butin for their support.

References and Notes

Butin, A. V.; Kulínevich, V. G.; Abaev, V. T.; Michailuchenko, N. G.; Shpakov, A. V.; Okhclobystin, O. Yu.; Zavodnik, V. E.; Lucenko, A. I. Khim. Geterotsikl. Soedin. 1993, 3, 329–337.

Sample Availability: available from MDPI, 1.0 g, MDPI Reg. No.13529.

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