HYDROGENATION OF ETHYL ESTERS OF 4-PHENYL- AND (2-FURYL)-SUBSTITUTED 2,4-DIOXOBUTYRIC ACIDS AT PALLADIUM BLACK

Authors

  • В. Славинская Latvian Institute of Organic Synthesis, Riga
  • Дз. Силе Latvian Institute of Organic Synthesis, Riga
  • Г. Розенталь Latvian Institute of Organic Synthesis, Riga
  • Г. Мауропс Latvian Institute of Organic Synthesis, Riga
  • Ю. Попелис Latvian Institute of Organic Synthesis, Riga
  • М. Каткевич Latvian Institute of Organic Synthesis, Riga
  • В. Стонкус Latvian Institute of Organic Synthesis, Riga
  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga

DOI:

https://doi.org/10.1007/7967

Keywords:

ethyl 4-substituted 2, 4-dioxobutyrates, platinum and palladium catalysts, hydrogenation

Abstract

The hydrogenation of ethyl 4-R-2,4-dioxobutyrates (R = phenyl, 2-furyl) at 5% Pt/Al2O3 catalyst, modified with cinchonidine, and at palladium black was investigated. The former had low activity under the conditions we tested. The main products during the hydrogenation of these compounds at palladium black are ethyl 4-R-2-hydroxy-4-oxobutyrates. The yield of the phenyl derivative amounts to 68.5%, while the yield of the corresponding 2-furyl derivative amounts to 97%. In the last case ethyl 2-hydroxy-4-oxo-4-(2-tetrahydrofuryl)butyrate was detected as impurity. The optimum conditions for the formation of ethyl 2-hydroxy-4-phenylbutyrate (yield 88.2%) were determined.

How to Cite
Slavinska, V.; Sile, Dz.; Rozenthal, G.; Maurops, G.; Popelis, J.; Katkevich, M.; Stonkus, V.; Lukevics, E.  Chem. Heterocycl. Compd. 2006, 42, 570. [Khim. Geterotsikl. Soedin. 2006, 655.]

For this article in the English edition, see DOI 10.1007/s10593-006-0128-9


Published

2023-08-17

Issue

Section

Original Papers