Alpha,beta-substituted acroleins and their preparation

Details Alpha,beta-substituted acroleins and their preparation Alpha,beta-substituted acroleins and their preparation

1987-01-22

1988-02-02

Lone, Werren B.

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

Organic compounds

Oxygen containing

568426, 568440, C07C 4500

Patent

active

047230428

ABSTRACT:
Alpha,beta-substituted acroleins of the general formula I ##STR1## where A and B are identical or different and are each C.sub.1 -C.sub.4 -alkyl, naphthyl, biphenyl or phenyl which may be monosubstituted or polysubstituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, phenoxy or phenylsulfonyl, are prepared by a process in which a compound of the general formula III ##STR2## where A has the above meanings and R.sup.1 and R.sup.2 are identical or different and are each C.sub.1 -C.sub.4 -alkyl or together possess the carbon atoms required to complete a ring, is reacted with a phosphorus compound of the general formula IV or V ##STR3## where B the meanings stated above, R.sup.1 and R.sup.2 are as defined above and X.sup..crclbar. is a halide ion, in the presence of a base. The alpha,beta-substituted acroleins can be further processed to give hydroxymethyloxiranes.

REFERENCES:
patent: 2628255 (1953-02-01), Sexton et al.
patent: 3344191 (1967-09-01), Chappell et al.
Methoden Der Organischen Chemie (Houben-Weyl), VI/3, pp. 371-372 (1965).
Journal of Organic Chemistry, vol. 30, pp. 2074-2075 (1965).
Journal of the American Chemical Society, vol. 95, No. 17, pp. 6136-6137 (1973).
Journal of the American Chemical Society, vol. 102, pp. 5974-5980 (1980).
Annalen der Chemie, vol. 596, pp. 128-129 (1955).
H. E. Zimmerman, L. Singer und B. S. Thyagarajan, "Overlap Control of Carbanionoid Reactions-Stereoselectivity in Alkaline Epoxidation," Jl. of Am. Chem. Soc. 81, 108-116 (1959).
K. Alder, J. Hayden, K. Heimbach and K. Neufang, "Darstellung Einiger 1,2-Disubstituieter Diene und Ihre Verwendung zn Dien-Synthesen," Annalen der Chemie, vol. 586, pp. 110-136 (1954).

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