3-hydroxy-2-cyclobuten-1-one salts, their production and use

Details 3-hydroxy-2-cyclobuten-1-one salts, their production and use 3-hydroxy-2-cyclobuten-1-one salts, their production and use

1991-04-09

1992-06-02

Cintins, Marianne

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

Organic compounds

Amino nitrogen containing

568343, 568346, 568347, 568381, 568851, C07C21300

Patent

active

051188473

ABSTRACT:
3-Hydroxy-2-cyclobuten-1-one salts of the general formula: ##STR1## wherein R is an ammonium group of the general formula: ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different in meaning and each is a hydrogen atom, a lower alkyl group or a cycloalkyl group or R is an alkali metal atom. The salts according for formula I are obtained by the reaction of pure 3-acetoxy-2-cyclobuten-1-one, or 1,3-cyclobutanedione or a distillation residue of the diketene production containing 3-acetoxy-2-cyclobuten-1-one, with a base. The base can be an amine of the general formula: ##STR3## wherein R.sub.1, R.sub.2, and R.sub.3 have the above-mentioned meaning, or an alkali metal alcoholate or an alkali metal hydroxide. The salts according to formula I are suitable for the production of squaric acid, by their being halogenated in a first step and then being hydrolyzed to squaric acid in a second step.

REFERENCES:
patent: 4104308 (1978-08-01), Gadek et al.
patent: 4461681 (1984-07-01), Barber
patent: 4523980 (1985-06-01), Barber
Wagner, Synthetic Organic Chemistry, 1953; p. 672.
Uehara, A., and Tsuchiya, R., Sci. Rep. Kanazawa Univ., (1980) 25, pp. 83 to 85.
Bellus, D. et al., Helv. Chim. Acta., 61, (1978), pp. 1784 to 1812.
Fabre, P. L. et al., Bull. Soc. Chem. Fr., (1988), pp. 933 to 936.
Angew. Chem., 20, (1966), p. 931.
Roedig, A., and Bernemann, P., Liebigs Ann. Chem. (1956), 600, pp. 1 to 11.
Maahs, G., Liebigs Ann. Chem., (1965), 686, pp. 55-63.
Angew. Chemie, (1963), 75, p. 982.
Fan, R. et al., Chemical Abstracts, (1987), 106 103798c.
Maahs, G., and Hegenberg, P., Angew. Chemie, (1966) 78, pp. 927 to 931.
Schmidt, A. H., and Ried, W. Synthesis, (1978), pp. 869 to 880.
Paine, A. J., Tetrahedron Letters, (1984), 25, pp. 135 to 138.
Silvestri, G. et al., Gass. Chim. Itl., (1972), 102, pp. 818 to 821.

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