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Studies in terpenoids. Part LXXVIII. Synthesis of 3-hydroxy-2,6-dimethyl-1-phenyl- and 3,4-dihydroxy-2,6-dimethyl-1-phenylacetic acids, two potential synthons

Raju, B and Rao, Krishna GS (1987) Studies in terpenoids. Part LXXVIII. Synthesis of 3-hydroxy-2,6-dimethyl-1-phenyl- and 3,4-dihydroxy-2,6-dimethyl-1-phenylacetic acids, two potential synthons. In: Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry, 26 (5). pp. 469-470.

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Abstract

Chloride I $(R=Cl, R_1=CMe_3)$, obtained from $2,4-Me_2C_6H_3OH$, was converted into the cyanomethylphenols I $(R=cyano, R_1=H, CMe_3)$ depending on the experimental conditions and both gave I $(R=CO_2H, R_1=H)$. I $(R=CO_2H, R_1 =H)$ gave I $(R=CO_2H, R_1=OH)$ via the 1,2-benzoquinone by iodoxybenzene oxidation, reductive acetylation and hydrolysis.

Item Type: Journal Article
Publication: Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry
Publisher: Council of Scientific & Industrial Research
Additional Information: Copyright of this article belongs to Council of Scientific & Industrial Research.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 05 May 2008
Last Modified: 27 Aug 2008 13:21
URI: http://eprints.iisc.ac.in/id/eprint/13819

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