Abstract
OF the various alkylbenzanthracenes, 4-methyl-1 : 2-benzanthracene aroused considerable interest through its pronounced carcinogenic activity1. The literature includes a few syntheses of this hydrocarbon2, but these methods are laborious since they involve numerous steps. We have now worked out a new route to this hydrocarbon in four steps starting from 2-allylcyclohexanone and tetralin, based on the method developed by Mukherji and co-workers3 for the synthesis of polycyclic aromatic hydrocarbons.
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References
Shear and Leiter, J. Nat. Cancer Inst., 2, 214 (1941); Chem. Abst., 1666 (1942).
(a) Fieser and Jones, J. Amer. Chem. Soc., 60, 1940 (1938). (b) Cook, J. Chem. Soc., 1592 (1933). (c) Fieser and Peters, J. Amer. Chem. Soc., 54, 3742 (1932).
Mukherji et al., J. Org. Chem., 17, 1202 (1952); 18, 1499 (1953); 19, 328 (1954). Curr. Sci., 23, 158 (1954).
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VIG, O., KESSAR, S. & MUKHERJI, S. A Novel Synthesis of 4-Methyl-1 : 2-Benzanthracene. Nature 174, 834 (1954). https://doi.org/10.1038/174834a0
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DOI: https://doi.org/10.1038/174834a0
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