ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
2-(Hydroxyalkoxyethyl)-substituted cyclic acetals (1; 2; 3a-3d; 4a-4d), derivatives of 1, 3-dioxolane or 1, 3-dioxane have been obtained in a p-toluenesulphonic acid-catalysed reaction of prop-2-enal with an excess of ethylene, propylene-1, 2, trimethylene, or butylene-1, 3 glycol. Respective 2-vinyl-1, 3-dioxolanes or 2-vinyl-1, 3-dioxanes were the intermediate products. The products of the reaction involving propylene-1, 2 and butylene-1, 3 glycols were mixtures of cis- and trans-2, 4-disubstituted-1, 3-dioxolanes and cis- and trans-2, 4-disubstituted-1, 3-dioxanes. The structure of HOROCH2CH2- substituents at C-2 atom of 1, 3-dioxacyclane ring has been proved through 2, 4-dinitrophenylhydrazone derivatives of the corresponding aldehydes HOROCH2CH2CHO that, however, could not be isolated as individual compounds.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19853270404