Abstract
The reaction of o-tolyl magnesium bromide with phthalic anhydride gives di-o-tolylphthalide.1 However, the main product is di-o-tolylbenzene.2 Reduction of the phthalide with sodium amalgam and alkali gives the acid (II), which is oxidized to the tricarboxylic acid (III). Cyclization with sulphuric acid yields the triketone (IV). However this is strongly acidic and must be formulated as 12-hydroxytriangulene4,8-quinone (IVĪ±).
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References
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Clar, E. (1964). Hydrocarbons Consisting of Six-membered Rings in which Two Carbon Atoms Are Linked with Two Hydrogen Atoms. In: Polycyclic Hydrocarbons. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-01668-8_19
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DOI: https://doi.org/10.1007/978-3-662-01668-8_19
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