Method for preparing 1,3-dioxane compounds

Details Method for preparing 1,3-dioxane compounds Method for preparing 1,3-dioxane compounds

1998-03-20

1999-08-03

Kight, John

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549372, 549376, C07D31906

Patent

active

059327472

ABSTRACT:
A method for preparing 1,3-dioxane compounds of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2, independently of one another, represent hydrogen or a hydrocarbon radical; and X.sup.1 and X.sup.2, independently of one another, represent an electronegative groups, which method entails reacting a bis(hydroxymethyl) compound of the formula (II): ##STR2## in which X.sup.1 and X.sup.2 each, independently of one another, are as defined above, with an orthocarboxylic acid ester of the formula R.sup.4 --C(OR.sup.5).sub.3 (III), in which R.sup.4 represents hydrogen or a hydrocarbon radical and R.sup.5 represents a hydrocarbon radical, and with an aldehyde or ketone of the formula R.sup.1 --CO--R.sup.2 (IV), in which R and R each, independently of one another, are as defined above.

REFERENCES:
patent: 3586698 (1971-06-01), Ishii et al.
patent: 5144046 (1992-09-01), Mathur
S. Mager, et al., Studia Universitatis Babes-Bolyai-Chemia, vol. 24, No. 1, pp. 32-38, 1979, ".sup.1 H-NMR Spectra and Stereochemistry of Some 2,5-Substituted 1,3-Dioxanes".
Ernest L. Eliel, et al., Journal of the American Chemical Society, vol. 94, No. 1, pp. 171-176, Jan. 12, 1972, "Conformational Analysis. XXIV. Effect of Dipolar and Eclipsing Forces on Intramolecular Hydrogen Bonding in 3-Hydroxymethyltetrahydropyran and 5-Hydroxymethyl-1,3-Dioxane".
Kenneth N. Welch, Journal of the Chemical Society, pp. 257-261, 1930, "The Reactions of Malonic Esters with Formaldehyde".

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