See also [1,2]. To the solution of 2-bromobenzaldehyde (18.5 g, 100 mmol) and sylvan (20 ml, 250 mmol) in 100 ml of benzene 5 ml of Me3SiCl was added at room temperature. The mixture warmed up to 50-60deg.C within 15 min and a water layer separated. After standing for an additional 1 hr, the organic layer was washed with NaHCO3 solution, separated from the water layer and evaporated. The residue was recrystallised from hexane. Yield 29 g (87.7%) of colourless cubes.
M.p. 56-57deg.C.
1H-NMR (CDCl3): 7.54-7.01 (m, 4H, HAr), 5.82-5.73 (q, 4H, 3,4-HFur), 5.73 (s, 1H, CH), 2.16 (s, 6H, CH3) ppm.
Anal. calc. for C17H15BrO2 (331.2): C 61.65, H 4.56, Br 24.13; found: C 61.7, H 4.5, Br 24.0.
Supplementary materials
Supplementary File 1Supplementary File 2Acknowledgment
The author would like to thank Mr. Vladimir Ch. Gutnov and Mrs. Vera N. Gutnova for financial support of his activity.
References and Notes
- Gutnov, A. V.; Abaev, V. T.; Butin, A. V.; Zavodnik, V. E.; Kul'nevich, V. G. Khim. Geterotsikl. Soedin. 1996, 12, 162–167.
- Jones, G.; McKinley, W. H. J. Chem. Soc. Perkin Trans. 1. 1979, 599.
- Sample availability: 2.5 g.
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