Conclusions
-
1.
The reductive cleavage of 2-allyldihydroresorcinol under the action of hydrazine hydrate and alkali is accompanied by migration of the double bond and leads to a mixture of isomeric octenoic acids.
-
2.
The synthesis of 7,8-diketopelargonic acid is accomplished by the reaction of acetamidoacetone with the ethyl ester of adipic half aldehyde and subsequent hydrolysis of the crotonic condensation product.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
S. Okumura, R. Tsugawa, T. Tsunoda, and S. Motozaki, Nippon Nageikagaku Kaishi,36, 605 (1962).
H. Stetter and W. Dierichs, Chem. Ber.,85, 1061 (1952).
T. Miyakogawa, S. Okumura, T. Sumita, S. Motozaki, and S. Kaneo, Japanese patent 24, 870 (1963); Chem. Abstrs.,60, 4012 (1964).
B. A. Rudenko and V. F. Kucherov, Izv. AN SSSR, Otd. khim. n.,1963, 220.
W. J. William and E. W. Cummins, J. Amer. Chem. Soc.,76, 1932 (1954).
H. R. Snyder and J. H. Brewster, J. Amer. Chem. Soc.,70, 4230 (1948).
R. H. Wiley and O. H. Borum, J. Amer. Chem. Soc.,70, 2006 (1948).
T. Cuvigny and H. Normant, Compt. rend.,237, 815 (1963).
E. Baer, J. Amer. Chem. Soc.,64, 1418 (1942).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1796–1799, August, 1967.
We express sincere thanks to B. V. Lopatin for the determination of IR spectra and to R. Tsugawa (Firm “Adzinomoto,” of Japan) for a gift of a sample 7,8-diketopelargonic acid.
Rights and permissions
About this article
Cite this article
Unanyan, M.P., Vinogradova, L.P., Filippov, V.V. et al. New method of synthesis of biologically important derivatives of pelargonic acid. Russ Chem Bull 16, 1722–1724 (1967). https://doi.org/10.1007/BF00906820
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00906820