Summary
-
1.
It was found that partial dehydration occurred when ethyl 3-hydroxy-2-nitrobutyrate was distilled.
-
2.
The hydrogenation of 3-hydroxy-2-nitrobutyric ester and of monocyanoethylated nitroacetic ester was studied. Biscyanoethylated nitroacetic ester, subjected to hydrolysis and then decarboxylation, gave 4-nitropimelonitrile in 78% yield.
-
3.
Methyl 3-nitropropionate was prepared in 50–70% yield from 3-bromopropionic ester by Meyer's reaction.
-
4.
The condensation products formed by acetaldehyde and by acrylonitrile with methyl 3-nitropropionate and with methyl 4-nitrobutyrate were prepared.
-
5.
Triethyl 1-vitro-1,1,2-ethanetricarboxylate was prepared by the nitration of trtethyl 1,1,2-ethanetricarboxylate.
Similar content being viewed by others
Literature cited
V. M. Rodionov and V. M. Belikov, Proc. Acad. Sri. USSR 93, No. 5, 827 (1953).
I. V. Egorov, J. Russ. Phys. Chem. Soc. 35, 466, 482 (1903).
G. D. Buckley, T. J. Elliott, F. G. Hunt and A. Lowe, J. Chem. Soc. 1947, 1505.
J. Lewkowitsch, J. prakt. Chem, (2), 20, 159 (1879).
R. R. Dreisbach, Pressure-Volume-Temperature Relationships of Organic Compounds (Sandusky, 1952).
W. Treibs and H. Reinheckel, Chem. Ber. 87, 341 (1954).
N. J. Leonard and K. M. Beck, J. Am. Chem. Soc. 70, 2504 (1948).
Author information
Authors and Affiliations
Additional information
This paper forms part of a thesis for a candidates's diploma and describes work carried out under the supervision of Academician V. M. Rodionov.
Rights and permissions
About this article
Cite this article
Belikov, V.M. Some condensations of aliphatic nitro carboxylic esters. Russ Chem Bull 5, 875–881 (1956). https://doi.org/10.1007/BF01169993
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01169993