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Intermediates in the von Pechmann Reaction

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Condensation of meta-cresol with ethyl acetoacetate in dehydrated phosphoric acid is slow enough to observe formation and disappearance of the in termediates viz 1,2- di -hydro-4,7-dimethyl-4-(4-hydroxy-2-methylphenyl)-coumarin (3) and 1,2- di hydro- 4,7-dimethyl-4-(2-hydroxy-4-methylphenyl)-coumarin (4). GCMS analyses of the reaction mixtures indicated that 4,7-dimethylcoumarin (5) was formed from 3 and 4 by elimination of meta-cresol molecule. The compounds 3 and 4 were isolated by the column chromatography. Their structures were elucidated by the spectroscopic methods but unequivocal assignment of the structure to the particular isomer was not possible. The structures were resolved by X-ray diffraction studies.
Rocznik
Strony
1399--1399
Opis fizyczny
–1402, Bibliogr. 11 poz., rys.
Twórcy
autor
autor
Bibliografia
  • 1. Yu A.J. and Day A.R., J. Org. Chem., 23, 1004 (1958).
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  • 3. Bulut M. and Erk g., Dyes andPigments, 30, 99 (1996).
  • 4. Nowakowska E.M., Zaleski J. and Kyzioł J.B., Polish J. Chem., 75, 419 (2001).
  • 5. Potdar M.K.,RasalkarM.S., Mohile S.S. and Salunkhe M.M.,7. Mol. Catal. A: Chem., 235,249(2005).
  • 6. Bose D.S., Rudradas A.P. and Babu M.H., Tetrahedron Lett., 43, 9195 (2002).
  • 7. Bahekar S.S. and Shinde D.B., Tetrahedron Lett., 45, 7999 (2004).
  • 8. Nowakowska E., Daszkiewicz Z. and Kyzioł J.B., Polish J. Chem., 72, 1191 (1998).
  • 9. Allen F.H., Kennard O., Watson D.G., Brammer L., Orpen A.G. and Taylor R., International Tables for Crystallography, Wilson A.J.C. (Ed.), Kluwer Academic Publishers, Dordrecht 1995; vol. C, pp. 685-706.
  • 10. Pauling L., The Nature of the Chemical Bond, Cornell University Press, Ithaca, New York, 1960.
  • 11. Sheldrick G.M., SHELXS97 and SHELXL97, University of Göttingen, 1997.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ5-0022-0100
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