"
Oneꢀpot" synthesis of 2,5ꢀdiformylfuran
Russ.Chem.Bull., Int.Ed., Vol. 64, No. 5, May, 2015
1073
to give white fine crystals or a white powder. The yield of
,5ꢀDFF was 82%, m.p. 109—111 C (cf. Ref. 43: m.p. 110 C).
17. A. Takagaki, M. Takahashi, S. Nishimura, K. Ebitani,
ACS Catal., 2011, 1, 1562.
18. J. Nie, J. Xie, H. Liu, J. Catal., 2013, 301, 83.
19. Y. Zhu, M. Shen, Y. Xia, M. Lu, Catal. Commun., 2015,
64, 37.
2
1
H NMR (CDCl ), : 9.83 (s, 2 H, CHO); 7.33 (s, 2 H, =CH).
3
13
C NMR (CDCl ), : 179.21 (CHO), 154.15 (=C), 119.42
3
+
(
=CH). MS (ESI), m/z: 147.0045 [M + Na] . C H O . Calcuꢀ
6
4
3
lated: 147.0053, = 5.4 ppm.
20. X. Tong, Y. Sun, X. Bai, Y. Li, RSC Adv., 2014, 4, 44307.
21. G. A. Halliday, R. J. Young, Jr., V. V. Grushin, Org. Lett.,
2003, 5, 2003.
22. Z.ꢀZ. Yang, J. Deng, T. Pan, Q.ꢀX. Guo, Y. Fu, Green Chem.,
2012, 14, 2986.
"
Oneꢀpot" synthesis of 2,5ꢀDFF from fructose in ionic liquids.
D(–)ꢀFructose (0.1 g, 0.56 mmol; Acros), [BMIm][Cl] (0.4 g,
.29 mmol), and [BMIm][BF ] (0.3 g, 1.55 mmol) were placed
2
4
in an NMR tube. The resulting mixture was stirred with an RW11
overhead stirrer (IKA) at 60 C to complete homogenization.
23. F. L. Grasset, B. Katryniok, S. Paul, V. NardelloꢀRataj,
M. PeraꢀTitus, J.ꢀM. Clacens, F. De Campo, F. Dumeignil,
RSC Adv., 2013, 3, 9942.
Then H SO4 (4 L, 0.075 mmol) was added as a catalyst, and
2
the reaction mixture was stirred at 60 C for 2 h. The salt
[
(
Pip*(O)][BF ] was added with stirring at 60 C in four portions
84 mg, 0.28 mmol each) every 1.5 h.
24. L. Cottier, G. Descotes, E. Viollet, J. Lewkowski, R. Skowꢀ
rosski, J. Heterocycl. Chem., 1995, 32, 927.
4
2
5. B. Karimi, H. M. Mirzaei, E. Farhangi, ChemCatChem, 2014,
6, 758.
This work was financially supported by the Russian
Science Foundation (Grant 14ꢀ23ꢀ00078).
26. M. Krystof, M. PérezꢀSánchez, P. Domínguez de María,
ChemSusChem, 2013, 6, 826.
2
2
7. J. Nie, H. Liu, J. Catal., 2014, 316, 57.
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Received March 20, 2015;
in revised form March 27, 2015