The title compound (5) was prepared by a reaction sequence starting from 2,3,4,5-tetramethoxytoluene (1) via the Blanc reaction, oxidation and alkylation. The described method provides a good yield of the C-6 heterocyclic-substituted benzoquinone derivative and is suitable for the synthesis of other benzoquinone derivatives.

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This paper described a convenient and efficient route for the synthesis of 1-alkyl-2, 3, 4, 5-tetramethoxy-6-methylbenzene, which are the key intermediate for the synthesis of C-6 substituted Coenzyme Q analogues. All the reactions are operationally simple and amenable to gram-scale synthesis.

Efficient Synthesis of 2,3-Dimethoxy-5-methyl-6-morpholinomethyl-1,4-benzoquinone Hydrochloride. -The title compound (VII) is prepared by a reaction sequence starting from 2,3,4,5-tetramethoxytoluene (I) via Blanc reaction, oxidation and alkylation with 63% overall yield. The described method provides a good yield of the C-6 heterocyclic-substituted benzoquinone derivative and is suitable for the synthesis of other benzoquinone derivatives. -(WANG*, J.; LIAO, T.-H.; YANG, J.; Z. Naturforsch., B: Chem. Sci. 70 (2015) 4, 221-224, http://dx.