Summary
By the action of aluminium chloride on karanjin using nitrobenzene as solvent, smooth conversion into karanjonol could be effected. When benzene is used instead, besides demethylation a molecule of benzene adds on to yield α-phenyl-α: β-dihydro-karanjonol. Similar addition takes place in the case of toluene also. That the double-bond of the furan ring is involved in this reaction has been established by studying the behaviour of a few similar flavone compounds under the same conditions. It has been incidentally shown that a methyl ether group in the 3-position is readily affected in nitrobenzene solution whereas in the 7-position it is stable and the preparation of 7-methoxy-flavonol is easily carried out by demethylation of 3: 7-dimethoxy-flavone.
Similar content being viewed by others
References
Seshadri and VenkateswarluProc. Ind. Acad. Sci., (A), 1941,13, 404.
LimayeReport of the Ranade Industrial and Economic Institute, Poona, 1924.
Venkataraman,et al. Current Science, 1935,4, 311;J. C. S., 1936, 266.
KostaneckiBer., 1904, 1180.
Robinson and co-workersJ.C.S., 1925,1973;Ibid., 1926, 2339.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Krishnaswamy, B., Seshadri, T.R. Synthetic experiments in the benzo-pyrone series. Proc. Indian Acad. Sci. 15, 437–440 (1942). https://doi.org/10.1007/BF03051832
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF03051832