申请人:Bayer Aktiengesellschaft
公开号:US04252738A1
公开(公告)日:1981-02-24
1,2-Halohydrincarboxylic acid esters of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are identical or different and represent hydrogen, cyano and optionally substituted alkyl, alkenyl, aralkyl, aryl, alkoxycarbonyl, acyloxy, alkoxy and aryloxy, and furthermore R.sup.1 and R.sup.2 and/or R.sup.3 and R.sup.4, or R.sup.1 and R.sup.3 and/or R.sup.2 and R.sup.4 can be linked, forming a ring with the carbon atoms to which they are bonded; R.sup.5 represents hydrogen and optionally substituted alkyl, alkenyl, aralkyl, aryl, alkoxy and alkoxycarbonyl and X represents fluorine, chlorine, bromine and iodine; a process for preparing such 1,2-halohydrincarboxylic acid esters by reacting a cyclobutane-cis-1,2-diol of the formula ##STR2## with an orthoester of the formula ##STR3## wherein R.sup.1 -R.sup.5 have the previously ascribed significance and R.sup.6 -R.sup.8 are identical or different and represent optionally substituted alkyl, alkenyl, aralkyl and aryl, (or a ketene-acetal corresponding thereto) to give a 1,3-dioxolane and reacting the resultant 1,3-dioxolane with a halogenosilane or an acid halide. Also disclosed is a process for preparing compounds of the formula ##STR4## by contacting a 1,2-halohydrin ester of the formula given above with a base suitably at a temperature of 20.degree. to 150.degree. C.
公式为##STR1##的1,2-卤水合羧酸酯,其中R.sup.1、R.sup.2、R.sup.3和R.sup.4相同或不同,代表氢、氰基和可选择取代的烷基、烯基、芳基烷基、芳基、烷氧羰基、酰氧基、烷氧基和芳氧基,此外R.sup.1和R.sup.2和/或R.sup.3和R.sup.4,或R.sup.1和R.sup.3和/或R.sup.2和R.sup.4可以连接,形成与它们结合的碳原子形成环;R.sup.5代表氢和可选择取代的烷基、烯基、芳基烷基、芳基、烷氧基和烷氧羰基,X代表氟、氯、溴和碘;通过将上述公式为##STR2##的环丁烷顺-1,2-二醇与上述公式为##STR3##的正酯发生反应来制备这种1,2-卤水合羧酸酯的方法,其中R.sup.1-R.sup.5具有先前所述的意义,R.sup.6-R.sup.8相同或不同,代表可选择取代的烷基、烯基、芳基烷基和芳基(或相应的酮醛缩合物),以得到1,3-二氧杂环戊烷,并将所得的1,3-二氧杂环戊烷与卤代硅烷或酸卤发生反应。还公开了一种通过将上述给定公式的1,2-卤水合酯与适当的碱在20°C至150°C的温度下接触来制备##STR4##的化合物的方法。