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    Intermediates in the preparation of 2,2-dimethyl-3-aryl-cyclopropanecarboxylic acids and esters
    10.
    发明授权
    Intermediates in the preparation of 2,2-dimethyl-3-aryl-cyclopropanecarboxylic acids and esters 失效
    中间体制备2,2-二甲基-3-芳基 - 环丙烷羧酸和酯

    公开(公告)号：US4681952A

    公开(公告)日：1987-07-21

    申请号：US669182

    申请日：1984-11-07

    申请人： Reinhard Lantzsch ,  Dieter Arlt ,  Manfred Jautelat

    发明人： Reinhard Lantzsch ,  Dieter Arlt ,  Manfred Jautelat

    IPC分类号： C07C69/753 ,  C07C45/00 ,  C07C45/63 ,  C07C45/65 ,  C07C45/68 ,  C07C49/223 ,  C07C49/587 ,  C07C49/657 ,  C07C49/683 ,  C07C49/697 ,  C07C49/753 ,  C07C51/00 ,  C07C61/39 ,  C07C61/40 ,  C07C67/00 ,  C07C201/00 ,  C07C205/55 ,  C07C227/00 ,  C07C227/02 ,  C07C229/46 ,  C07C253/00 ,  C07C255/56 ,  C07C255/57 ,  C07C313/00 ,  C07C315/04 ,  C07C317/24 ,  C07C317/44 ,  C07C319/20 ,  C07C323/62 ,  C07D307/46 ,  C07D307/54 ,  C07D307/56 ,  C07D307/68 ,  C07D307/70 ,  C07D333/24 ,  C07D333/28 ,  C07D333/38 ,  C07D333/42 ,  C07F7/08 ,  C07D307/02 ,  C07D333/16

    CPC分类号： C07D307/56 ,  C07C45/63 ,  C07C45/65 ,  C07C45/68 ,  C07C49/223 ,  C07C49/657 ,  C07C49/683 ,  C07C49/697 ,  C07C49/753 ,  C07C51/00 ,  C07D307/68 ,  C07D307/70 ,  C07D333/28 ,  C07D333/38 ,  C07D333/42

    摘要： A process for the preparation of 2,2-dimethyl-3-arylcyclopropanecarboxylic acid or ester of the formula ##STR1## in which Ar is naphthyl or the radical ##STR2## R.sup.1 is H or C.sub.1 -C.sub.4 -alkyl, Z is oxygen, sulphur, or 1,2-ethenediyl, andR.sup.2 represents hydrogen, halogen, cyano, nitro or trialkylsilyl or a radical, which is optionally substituted by halogen, from the series comprising alkyl, cycloalkyl, alkenyl, alkoxy, alkylenedioxy, alkylthio, alkylsulphinyl, alkylsulphonyl, dialkylamino, phenyl and phenoxy,comprising reacting a 1-aryl-1-halogeno-2,2-dimethyl-3-butanone of the formula ##STR3## in which X.sup.1 is chlorine or bromine, with a base in the presence of a diluent at a temperature between about -20.degree. and +150.degree. C., thereby to form a 2,2-dimethyl-3-arylcyclobutanone of the formula ##STR4## and reacting such 2,2-dimethyl-3-arylcyclobutanone with chlorine or bromine in the presence of an inert diluent at a temperature between about -30.degree. and +50.degree. C., reacting such 2,2-dimethyl-3-arylcyclobutanone with chlorine or bromine in the presence of an inert diluent at a temperature between about -30.degree. and +150.degree. C., thereby to form a 2,2-dimethyl-3-aryl-4-halogenocyclobutanone of the formula ##STR5## and reacting such 2,2-dimethyl-3-aryl-4-halogenocyclobutanone with an alkali metal alcoholate in the presence of an organic solvent or with an alkali metal or alkaline earth metal hydroxide or carbonate in the presence of water and an organic solvent, at a temperature between about -20.degree. and +100.degree. C. The various intermediates are new and the end product is a known intermediate for known insecticides.

    摘要翻译： 制备2,2-二甲基-3-芳基环丙烷羧酸或其中Ar为萘基或R 1为R 1的式“IMAGE”的酯的方法为H或C 1 -C 4 - 烷基，Z为氧，硫 或1,2-乙烯二基，R 2代表氢，卤素，氰基，硝基或三烷基甲硅烷基或任选被卤素取代的基团，包括烷基，环烷基，烯基，烷氧基，亚烷基二氧基，烷硫基，烷基亚磺酰基，烷基磺酰基 ，二烷基氨基，苯基和苯氧基，包括使X1为氯或溴的式“IMAGE”的1-芳基-1-卤代-2,2-二甲基-3-丁酮与碱在稀释剂存在下反应 在约-20℃至+ 150℃之间的温度下，由此形成下式的2,2-二甲基-3-芳基环丁酮，并使这种2,2-二甲基-3-芳基环丁酮与氯或溴反应 在惰性稀释剂存在下，在-30℃〜+ 50℃的温度下，使这样的2,2-二甲基-3-芳基 氯丁酮与氯或溴在惰性稀释剂存在下，在约-30℃至+ 150℃之间的温度下反应，由此形成下式的“2,2-二甲基-3-芳基-4-卤代环丁酮” 并在有机溶剂或碱金属或碱土金属氢氧化物或碳酸盐存在下，在水和有机溶剂的存在下，使这种2,2-二甲基-3-芳基-4-卤代环丁酮与碱金属醇盐反应， 在约-20℃至+ 100℃之间的温度下。各种中间体是新的，最终产物是已知杀虫剂的已知中间体。