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Search for methods of synthesizing 1,9,10-trimethoxy-2,3-methylenedioxyaporphine. I

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Chemistry of Natural Compounds Aims and scope

Abstract

Several possible methods of obtaining 4-methoxy-2,3-methylenedioxybenzaldehyde have been considered. A method ensuring the synthesis of this aldehyde with a yield of 35–40% has been developed which consists in the bromination of isovanillin followed by the replacement of the halogen by a hydroxy group and methylation. A number of substituted benzylidene- and benzyltetrahydroisoquinolines have been synthesized. It has been shown that the irradiation of these substances leads to N-dealkylation accompanied by oxidative processes.

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Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, Vol. 6, pp. 818–823, November–December, 1985.

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Vinogradova, V.I., Yunusov, M.S. Search for methods of synthesizing 1,9,10-trimethoxy-2,3-methylenedioxyaporphine. I. Chem Nat Compd 21, 777–782 (1985). https://doi.org/10.1007/BF00576219

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