Preparation of cyclic 6-membered to 8-membered vinylene-1,2-diox

Details Preparation of cyclic 6-membered to 8-membered vinylene-1,2-diox Preparation of cyclic 6-membered to 8-membered vinylene-1,2-diox

1989-07-13

1991-03-26

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549378, 549377, 549362, 549350, 549347, 549 13, C07D32108, C07D31912

Patent

active

050030892

ABSTRACT:
Cyclic 6-membered to 8-membered 1,2-vinylenedioxy compounds of the general formula I ##STR1## where A is ##STR2## R.sup.1 to R.sup.7 independently of one another are each hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.16 -alkoxyalkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkynyl, C.sub.5 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.10 -alkylphenyl, C.sub.7 -C.sub.10 -phenalkyl, C.sub.8 -C.sub.10 -phenalkenyl or a heterocyclic structure, or R.sup.2 and R.sup.3, R.sup.2 and R.sup.4, R.sup.3 and R.sup.4, R.sup.2 and R.sup.6, R.sup.3 and R.sup.6, R.sup.4 and R.sup.5 or R.sup.6 and R.sup.7 together form a cycloaliphatic or heterocyclic ring, and R.sup.1 to R.sup.7 may furthermore carry substituents which are inert under the reaction conditions, and n is 0 or 1, are prepared by a process in which a cyclic 2-oxymethyl-1,3-dioxa compound or one of its derivatives of the general formula II ##STR3## where R.sup.1 to R.sup.7, A and n have the abovementioned meanings, and R.sup.8 is hydrogen or C.sub.1 -C.sub.12 -alkyl, is converted in the presence of an acidic catalyst at from 150.degree. to 450.degree. C. and under from 0.001 to 50 bar, some of the compounds obtained being novel.

REFERENCES:
patent: 4238500 (1980-12-01), Szent-Gyorgyi et al.
patent: 4386018 (1983-05-01), Merger et al.
J. heterocyclic Chem., 17, 831-832 (1980).
Chemical Abstracts, vol. 103, 104935v (1985).
J. Chem. Research (S), 273 (1977).
J. Org. Chem. 31, 389-391 (1966).

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