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    • 5. 发明授权
    • 1,2-Halohydrincarboxylic acid esters and a process for their preparation
    • 1,2-卤代羧酸羧酸酯及其制备方法
    • US4252738A
    • 1981-02-24
    • US887900
    • 1978-03-17
    • Willy HartmannHans-Georg Heine
    • Willy HartmannHans-Georg Heine
    • C07C69/013B01J23/00B01J31/00C07B61/00C07C45/54C07C67/00C07C253/00C07C255/46C07D317/44C07C120/00C07C69/12C07C69/74C07C69/78
    • C07D317/44C07C45/54
    • 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 furthermoreR.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 andX 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.
    • 式(I)的其中R 1,R 2,R 3和R 4相同或不同并表示氢,氰基和任选取代的烷基,烯基,芳烷基,芳基,烷氧基羰基,酰氧基,烷氧基的1,2-卤代羧酸羧酸酯 和芳氧基,此外,R 1和R 2和/或R 3和R 4,或R 1和R 3和/或R 2和R 4可以连接,与它们所键合的碳原子形成环; R5表示氢和任选取代的烷基,烯基,芳烷基,芳基,烷氧基和烷氧基羰基,X表示氟,氯,溴和碘; 通过使式(II)的环丁烷 - 顺-1,2-二醇与式(III)的原酸酯反应制备这种1,2-卤代醇羧酸酯的方法,其中R1-R5具有 以前的含义和R6-R8相同或不同,表示任选取代的烷基,烯基,芳烷基和芳基(或与其对应的乙烯酮缩醛),得到1,3-二氧戊环并使所得1,3-二氧戊环 与卤代硅烷或酰卤。 还公开了通过使上述式I的1,2-卤代醇与碱适宜地在20-150℃的温度下接触来制备式(V)的化合物的方法。
    • 9. 发明授权
    • Preparation of cyclobutanones
    • 环丁酮的制备
    • US4216172A
    • 1980-08-05
    • US886229
    • 1978-03-13
    • Hans-Georg HeineWilly Hartmann
    • Hans-Georg HeineWilly Hartmann
    • C07C49/385C07C45/00C07C45/51C07C49/587C07C67/00C07C69/757C07C231/00C07C231/12C07C235/82C07C253/00C07C255/46C07C255/56C07F9/38C07F9/40C07C45/02
    • C07C45/516
    • A process for the preparation of a cyclobutanone of the formula ##STR1## in which R.sup.1 to R.sup.6 each independently is a hydrogen, halogen, cyano, alkoxy, alkoxycarbonyl, carboxamido, dialkylphosphono, alkyl, cycloalkyl, aryl, aralkyl or alkenyl radical, or two of them together with the carbon atom to which each is linked form a ring,comprising reacting an N,N-disubstituted carboxylic acid amide of the formula ##STR2## in which R.sup.7 and R.sup.8 each independently is an alkyl, cycloalkyl, alkenyl, aryl or aralkyl radical or together form a ring, with an inorganic acid halide, and then reacting the product with a tertiary amine, an olefin of the formula ##STR3## and a Lewis acid, and subsequently hydrolyzing the mass. Preferably isobutyric acid dimethylamide is employed as the carboxylic acid amide, phosgene is employed as the inorganic acid halide, triethylamine is employed as the tertiary amine and zinc chloride or titanium tetrachloride is employed as the Lewis acid. The products are known intermediates for insecticides.
    • 制备式“IMAGE”的环丁酮的方法,其中R 1至R 6各自独立地为氢,卤素,氰基,烷氧基,烷氧基羰基,甲酰氨基,二烷基膦酰基,烷基,环烷基,芳基,芳烷基或烯基,或两个 它们与各自连接的碳原子一起形成环,包括使式“IMAGE”的N,N-二取代的羧酸酰胺与其中R 7和R 8各自独立地为烷基,环烷基,烯基,芳基或 芳烷基或与无机酰卤一起形成环,然后使产物与叔胺,式“IMAGE”的烯烃和路易斯酸反应,随后水解该物质。 优选使用异丁酸二甲基酰胺作为羧酸酰胺,光气用作无机酰卤,三乙胺用作叔胺,氯化锌或四氯化钛用作路易斯酸。 该产品是已知的杀虫剂中间体。