Method for making 3-deoxyanthocyanidins

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2603455, 426250, 426268, 426540, C07D31160, A23L 1275

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041056752

ABSTRACT:
Method for preparing a 3-deoxy-5-hydroxyanthocyanidin salt having a 4' and/or 7 OH substituent from a corresponding acylated flavanone, by (1) reducing the acylated flavanone in a solvent medium by reaction with an alkali borohydride to form a corresponding flavan not having an OH substituent at the 4 position, and (2) oxidizing the flavan or an acylated or hydrolyzed derivative of the flavan in an organic solvent medium by reaction with a halogenated benzoquinone in the presence of a strong acid and water. Suitable acylated flavanones include acetylated natural flavanones, especially acetylated naringenin and hesperetin.

REFERENCES:
patent: 3266903 (1966-08-01), Jurd
Bell, Aust. J. Chem., 22, 601 (1969).
Clark-Lewis et al., Aust. J. Chem., 21, 2247 (1968). 4n 30 McLoughlin, Chem. Comm., pp. 540-541 (1969).

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