Process for preparing ketene acetals

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549369, 549430, 568596, C07D32106, C07D31906, C07D31708, C07C 43303

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active

054553610

ABSTRACT:
The invention relates to a process for preparing ketene acetals by dehydrohalogenation of 2-haloaldehyde acetals. If the 2-haloaldehyde acetal is open chain, the dehydrohalogenation is carried out in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide and a phase transfer catalyst and/or a secondary or tertiary alcohol or a secondary or tertiary diol. If the 2-haloaldehyde acetals is cyclic, the dehydrohalogenation is carried out in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide and a phase transfer catalyst and with or without a secondary or tertiary alcohol or a secondary or tertiary diol, or carried out in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide and a secondary or tertiary diol. The ketene acetals which can be prepared by the process of the invention serve as intermediates in organic synthesis and are suitable as monomers or comonomers in free radical polymerization for the production of biodegradable plastics.

REFERENCES:
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patent: 5144046 (1992-09-01), Mathur
patent: 5396002 (1995-03-01), Reed et al.
H. A. Davis and R. K. Brown, Canadian Journal of Chemistry 49, 2321-2335, 1971.
Houben-Weyl vol. 7/4, 4th Ed., Stuttgart 1968, pp. 340-355.
Bailey, W. J., "Ring-Opening Polymerisation," Comprehensive Polymer Science, vol. 3, Pergamon Press 1989, pp. 285-319.
CA 113 (18): 153070z.

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