Abstract
A series of symmetrical long chain aliphatic ketones of general formula CH3−(CH2)n-CO-(CH2)2−CH3, where n=4,5,6,7 and 8, has been used as hydrogen acceptors from 2-propanol at 573–723 K in the presence of MgO catalyst under flow conditions. The yeilds of the appropriate alcohols exceeded 50%. Above 623 K the consecutive dehydration of the alcohols formed took place with moderate yields leading to internal alkenes. The direct one-step synthesis of C13 alkene from 7-tridecanone has been realized under catalytic transfer reduction (CTR) conditions with high yield (>90%) over a MgO catalyst of enhanced acidity.
Similar content being viewed by others
References
J. Kijeński, M. Gliński, J. Reinhercs:Stud. Surf. Sci. Catal.,41, 231 (1988).
J. Kijeński, M. Gliński, J. Czarnecki:J. Chem. Soc. Perkin Trans. II., 1695 (1991).
J. Kijeński, J. Ruszczyński, I. Knedler, M. Gliński:React. Kinet. Catal. Lett.,49, 287 (1993).
J. Kijeński, M. Gliński, J. Czarnecki, R. Derlacka, V. Jarzyna:Stud. Surf. Sci. Catal.,78, 631 (1993).
D. V. Ramana, C. N. Pillai:Can. J. Chem.,47, 3705 (1969).
W. Zatorski, S. Malinowski:Ann. Soc., Chim. Polon.,44, 2299 (1970).
Y. Oklamoto, T. Imanaka, S. Teranishi:Bull. Chem. Soc. Jpn.,45, 3207 (1972).
C. L. Kibby, W. K. Hall:J. Catal.,31, 65 (1973).
V. A. Ivanov, J. Bachelier, F. Audry, J. C. Lavalley:J. Mol. Catal.,91, 45 (1994).
H. Matsushita, S. Ishiguro, H. Ichinose, A. Izumi, S. Mizusaki:Chem. Lett., 731 (1985).
M. Shibagaki, K. Takahashi, H. Matsushita:Bull. Chem. Soc. Jpn.,61, 3283 (1988).
J. Kijeński, M. Gliński, C. W. A. Quiroz:Appl. Catal. A: General,150, 7 (1997).
A.I. Vogel:J. Chem. Soc., 612 (1948).
M. Gliński, J. Kijeński, A. Jakubowski:Appl. Catal. A: General,128, 209 (1995).
R.R. Briese, S.M. McElvain:J. Am. Chem. Soc.,55, 1697 (1933).
M.L. Hair:J. Phys. Chem.,74, 91 (1970).
Author information
Authors and Affiliations
Corresponding author
Additional information
Part VIII: Appl. Catal. A.:General,150, 77 (1997)
Rights and permissions
About this article
Cite this article
Gliński, M. Catalytic hydrogen transfer over magnesia, IXa. reduction of long chain aliphatic ketones by 2-propanol. React Kinet Catal Lett 65, 121–129 (1998). https://doi.org/10.1007/BF02475325
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02475325