Process for the synthesis of curcumin-related compounds

Details Process for the synthesis of curcumin-related compounds Process for the synthesis of curcumin-related compounds

1995-11-03

1997-10-21

Barts, Samuel

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C07C 4500

Patent

active

056798644

ABSTRACT:
The invention is directed to a process for the synthesis of curcumin and curcumin-related compounds by reacting the enol form of a 2,4-diketone with a monocarbocyclic aldehyde in the presence of an organic amine catalyst. The reactants are dissolved in a highly polar, aprotic organic solvent. The curcumin-related product is recovered in crystalline form by precipitation from the reaction mass and solvent recrystallization.

REFERENCES:
Antonio F. Arrieta, Direct Synthesis of Demethoxycurcumin, C.R. Acad. Sci. Paris, Ser II, 479-82, 1994.
Pedersen, et al., Synthesis of Naturally Occurring Curcuminoids and Related Compounds, Ann. Chem., 1557-69, 1985.
Arrieta, et al., Synthesis and H-NMR-spectrospopic Investigatons of New Curcumin Analoga, J. prakt. Chem., 334, 656-700, 1991.
Roughly, et al., Experiments in the Biosynthesis of Curcumin, JCS Perkins Trans I, I, 2379-88, 1973.
Chemical Abstracts Plus 1995:238262, Babu et al 1994.

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