Process for the preparation of substituted anthraquinones

Details Process for the preparation of substituted anthraquinones Process for the preparation of substituted anthraquinones

1998-11-30

2000-10-03

Jones, Dwayne C.

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

Organic compounds

Oxygen containing

568317, C07C 4500

Patent

active

061275808

ABSTRACT:
Process for the preparation of anthraquinones of the general formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4, which can be identical or different, are hydrogen, a C.sub.1 -C.sub.8 -alkyl or C.sub.2 -C.sub.8 -alkenyl radical, in which 1,4-naphthoquinone is reacted with a 1,3-diene of the general formula II ##STR2## in a cycloaddition step to give the corresponding tetrahydroanthraquinone and the tetrahydroanthraquinone is oxidized with oxygen in the presence of a basic catalyst to give the anthraquinone, in which both the cycloaddition step and the oxidation step are carried out in the presence of an aqueous diluent.
Preferably, the cycloaddition step and oxidation step are carried out at a reaction temperature between 90 and 110.degree. C. and at atmospheric pressure.

REFERENCES:
patent: 2072867 (1937-03-01), Carothers
patent: 3778452 (1973-12-01), Josey et al.
patent: 4176125 (1979-11-01), Matsuura et al.
patent: 5723675 (1998-03-01), Joo et al.
Bioorg. Med. Chem. Lett., 6, 1996, pp. 1859-1864.

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