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11. 发明授权

US4348538A Preparation of 3-bromo-4-fluoro-benzaldehyde acetals and intermediates therefor 失效
标题翻译：制备3-溴-4-氟 - 苯甲醛缩醛及其中间体
公开(公告)号：US4348538A
公开(公告)日：1982-09-07
申请号：US302913
申请日：1981-09-16
申请人： Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel , Bernd Gallenkamp , Erich Klauke
发明人： Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel , Bernd Gallenkamp , Erich Klauke
IPC分类号： C07C41/00 , C07C41/50 , C07C43/30 , C07C43/313 , C07C51/00 , C07C59/84 , C07C59/88 , C07C67/00 , C07C241/00 , C07C251/24 , C07C253/00 , C07C255/40 , C07C255/56 , C07C59/153 , C07C119/10 , C07C121/76
CPC分类号： C07C255/00 , C07C41/50 , C07C59/88
摘要： A process for the preparation of a 3-bromo-4-fluoro-benzaldehyde acetal of the formula: ##STR1## in which R each independently is a C.sub.1 to C.sub.4 alkyl group or the radicals R together are a C.sub.2 to C.sub.5 alkanediyl radical,comprising reacting 3-bromo-4-fluoro-phenylglyoxylic acid of the formula: ##STR2## with an amine of the formula:H.sub.2 N--R.sup.1in whichR.sup.1 is an alkyl, cycloalkyl or aryl radical, at a temperature between about 0.degree. and 200.degree. C. to produce a 3-bromo-4-fluoro-benzaldimine of the formula: ##STR3## and reacting that with an alcohol or alkanediol of the formula:(HO).sub.n --Rin which n is 1 or 2 in the presence of sulphuric acid at a temperature between about 0.degree. and 100.degree. C. Various of the reactants are new and syntheses are given.
摘要翻译：制备下式的3-溴-4-氟 - 苯甲醛缩醛的方法：其中R各自独立地为C1至C4烷基或基团R一起为C 2至C 5烷二基，其包含将下式的3-溴-4-氟 - 苯基乙醛酸与下式的胺反应：其中R1是烷基，环烷基或芳基，在约0〜200℃的温度下，式：H 2 N-R 1 得到下式的3-溴-4-氟 - 苯甲醛二亚胺，并使其与硫酸存在下，其中n为1或2的式（HO）n R的醇或链烷二醇反应在约0℃和100℃之间的温度下进行。各种反应物是新的并且给出合成。

12. 发明授权

US4342704A Process for the preparation of 1,1-dichloroalkenes 失效
标题翻译：制备1,1-二氯烯烃的方法
公开(公告)号：US4342704A
公开(公告)日：1982-08-03
申请号：US165872
申请日：1980-07-02
申请人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
发明人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
IPC分类号： C07C17/263 , C07B31/00 , C07B37/04 , C07C17/00 , C07C17/26 , C07C21/19 , C07C22/00 , C07C22/04 , C07C25/28 , C07C45/00 , C07C45/41 , C07C45/54 , C07C45/68 , C07C49/355 , C07C49/557 , C07C62/18 , C07C67/00 , C07C253/00 , C07C255/48 , C07F9/40 , C07F9/42 , C07C120/00 , C07C45/61 , C07C102/00 , C07C121/48
CPC分类号： C07C17/2635 , C07C21/19 , C07C22/00 , C07C22/04 , C07C25/28 , C07C45/41 , C07C45/54 , C07C45/68 , C07C49/355 , C07C62/18 , C07F9/4006 , C07F9/4018 , C07F9/4065 , C07F9/42
摘要： A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, aralkyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, aralkyl, aralkenyl or aryl radical, or cycloalkyl which is optionally substituted by halogen, alkyl, alkanoyl, carbamoyl, cyano or phenyl, orR.sup.1 and R.sup.2 together form a hydrocarbon chain which is optionally branched and/or optionally contains a fused benzene ring,comprising reacting an aldehyde or ketone of the formula ##STR2## with a dichloromethane-phosphonic acid ester of the formula ##STR3## in which R.sup.3 each independently is alkyl or phenyl or the two radicals R.sup.3 together are alkanediyl,in the presence of a base at a temperature between about -50.degree. and +50.degree. C. Preferably either the base is metered into a mixture of the aldehyde or ketone and phosphonic acid ester or the ester is added to a mixture of the base and aldehyde or ketone.
摘要翻译：制备式“IMAGE”的1,1-二氯烯烃的方法，其中R 1为氢或任选取代的烷基，烯基，炔基，芳烷基或芳基，R 2为任选取代的烷基，烯基，炔基，芳烷基，芳烯基或芳基，或任选被卤素，烷基，烷酰基，氨基甲酰基，氰基或苯基取代的环烷基，或R 1和R 2一起形成任选支链和/或任选地含有稠合苯环的烃链，包括使式“IMAGE”的醛或酮与式“IMAGE”的二氯甲烷 - 膦酸酯反应，其中R 3各自独立地为烷基或苯基，或两个基团R 3一起为烷二基，在碱的存在下，温度在约-50℃和+ 50℃之间。优选地将碱定量为醛或酮和膦酸酯的混合物，或将酯加入到碱和醛或酮的混合物中。

13. 发明授权

US4492800A Process for the preparation of 1,1-dichloro-alkenes 失效
标题翻译： 1,1-二氯 - 烯烃的制备方法
公开(公告)号：US4492800A
公开(公告)日：1985-01-08
申请号：US468786
申请日：1983-02-22
申请人： Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
发明人： Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
IPC分类号： C07C69/743 , C07C17/00 , C07C17/26 , C07C17/263 , C07C21/04 , C07C21/19 , C07C22/00 , C07C22/02 , C07C22/04 , C07C45/00 , C07C49/567 , C07C51/00 , C07C61/40 , C07C67/00 , C07C253/00 , C07C255/48 , C07C69/74 , C07C121/48 , C07C121/60
CPC分类号： C07C17/2635 , C07C21/19
摘要： A process for the preparation of a 1,1-dichloro-alkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or together are alkanediyl,in the presence of at least an equimolar amount of magnesium. Advantageously,R.sup.1 is hydrogen,R.sup.2 is a C.sub.2 to C.sub.5 alkenyl radical or a radical of the formula ##STR4## Z is a cyano, acetal, carboxyl or C.sub.1 to C.sub.4 alkoxycarbonyl radical, or a radical of the formula COOM, andM is sodium or potassium,R.sup.3 each individually is a C.sub.1 to C.sub.4 alkyl or phenyl radical, or the two radicals R.sup.3 together are C.sub.2 to C.sub.5 alkanediyl,about 0.95 to 1.4 moles of the trichloromethanephosphonic acid ester and about 1.5 to 4 moles of magnesium are employed per mole of the carbonyl compound, and the reaction is carried out at a temperature between about 0.degree. and 150.degree. C. in a polar aprotic solvent. The products are known intermediates, especially for insecticides.
摘要翻译：制备其中R 1为氢或任选取代的烷基，烯基，炔基，环烷基，芳烷基，芳烯基或芳基的式“IMAGE”的1,1-二氯 - 烯烃的方法，R 2为任选地取代的烷基，烯基，炔基，环烷基，芳烷基，芳烯基或芳基，或者R 1和R 2一起形成任选支链和/或任选的苯并稠合烃链，包括使式IMA的羰基化合物与三氯甲烷膦酸酯，其中R 3各自独立地是烷基或苯基，或者在至少等摩尔量的镁的存在下一起是烷二基。有利地，R 1是氢，R 2是C 2至C 5链烯基或下式的基团Z是氰基，缩醛，羧基或C 1至C 4烷氧基羰基，或式COOM的基团，M是钠或钾，R 3各自独立地为C 1至C 4烷基或苯基，或两个基团R 3一起为C 2至C 5烷二基，每摩尔使用约0.95至1.4摩尔三氯甲烷膦酸酯和约1.5至4摩尔镁的羰基化合物，并且反应在极性非质子溶剂中在约0℃至150℃的温度下进行。该产品是已知的中间体，特别是杀虫剂。

14. 发明授权

US4420435A Alpha-hydroxy-phosphonic acid esters 失效
标题翻译： α-羟基膦酸酯
公开(公告)号：US4420435A
公开(公告)日：1983-12-13
申请号：US391092
申请日：1982-06-22
申请人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
发明人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
IPC分类号： C07C17/26 , C07C25/24 , C07C45/41 , C07C45/54 , C07C45/56 , C07C45/68 , C07C49/355 , C07C49/567 , C07C61/40 , C07F9/40
CPC分类号： C07C17/2635 , C07C25/24 , C07C45/41 , C07C45/54 , C07C45/56 , C07C45/68 , C07C49/355 , C07C49/567 , C07C61/40 , C07F9/4018 , C07F9/4056 , C07F9/4065
摘要： Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogen, and,Y represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene,with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## or --P(R.sup.7).sub.3.sup..sym. X.sup..crclbar. whereinR.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or phenoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.7 represents alkyl or phenyl andX represents halogen,in the presence of a base at a temperature between about -70 and +150.degree. C. Other olefins can be similarly prepared. Many intermediates are new and the end products are themselves intermediates for insecticides.
摘要翻译： n = 2时，R 9彼此独立地表示卤素，氰基，硝基或任选卤素取代的烷基，烷氧基，烷硫基或亚烷基二氧基，其中R 1表示0， 2，3，4或5，R 10表示氢或卤素，Y表示乙酰基，氰基或氨基甲酰基，是通过使式“IMAGE”的苄基膦酸酯反应而得的，其中R4各自独立地表示烷基或苯基，亚烷基与式IMAMA的甲酰基环丙烷衍生物反应，或通过使式“IMAGE”的α-羟基膦酸酯与式“IMAGE”的烯烃化剂反应，其中Z'代表含磷基团“IMAGE” 或-P（R 7）3（+）X（ - ）其中R 5和R 6相同或不同，并且各自表示烷基，苯基，烷氧基或苯氧基或R 5和R 6一起表示烷二氧基，R 7表示烷基或苯基，X表示卤素，在presen ce在约-70至+ 150℃之间的温度下进行。其它烯烃可以类似地制备。许多中间体是新的，最终产品本身是杀虫剂的中间体。

15. 发明授权

US4350824A Process for the preparation of 1,1-dichloro-alkenes 失效
标题翻译： 1,1-二氯 - 烯烃的制备方法
公开(公告)号：US4350824A
公开(公告)日：1982-09-21
申请号：US236484
申请日：1981-02-23
申请人： Hans-Jochem Riebel , Fritz Maurer , Uwe Priesnitz
发明人： Hans-Jochem Riebel , Fritz Maurer , Uwe Priesnitz
IPC分类号： C07C69/013 , C07C17/00 , C07C17/26 , C07C17/263 , C07C21/073 , C07C21/19 , C07C21/22 , C07C22/00 , C07C22/02 , C07C22/04 , C07C25/24 , C07C41/00 , C07C43/225 , C07C45/00 , C07C49/567 , C07C51/00 , C07C61/40 , C07C67/00 , C07C201/00 , C07C205/09 , C07C231/00 , C07C231/12 , C07C233/38 , C07C253/00 , C07C255/48 , C07C255/50 , C07C21/20 , C07C67/307
CPC分类号： C07C21/19 , C07C17/2635
摘要： A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.5 alkenyl radical, or a radical of the formula ##STR4## Z is a cyano, acetyl, carboxyl or C.sub.1 to C.sub.4 alkoxycarbonyl radical, or a radical of the formula --COOM,M is sodium or potassium, andR.sup.3 each individually is a C.sub.1 to C.sub.4 alkyl or phenyl radical,or the two radicals R.sup.3 together are C.sub.2 to C.sub.5 alkandiyl, the phosphorous acid triamide is phosphorous acid tris-dimethylamide or tris-diethylamide, about 0.94 to 1.1 moles of each of trichloromethanephosphonic acid ester and of the phosphorous acid triamide are employed per mole of the carbonyl compound, and the reaction is effected at about 10.degree. to 100.degree. C. in a polar aprotic solvent.
摘要翻译：制备其中R 1为氢或任选取代的烷基，烯基，炔基，环烷基，芳烷基，芳烯基或芳基的式“IMAGE”的1,1-二氯烯的方法，R 2为任选取代的烷基，烯基，炔基，环烷基，芳烷基，芳烯基或芳基，或者R 1和R 2一起形成任选支链和/或任选的苯并稠合烃链，包括使下式的羰基化合物与下式的三氯甲烷膦酸酯在其中R 3各自独立地为烷基或苯基，或两个基团R 3一起为烷二基的式“IMAGE”中，在至少等摩尔量的式P（NR42）3的亚磷酸三酰胺存在下，式 R4各自独立地是烷基，或者两个基团R4一起是烷二基。有利地，R 1是氢，R 2是C 2至C 5链烯基，或下式的基团Z是氰基，乙酰基，羧基或C 1至C 4烷氧基羰基，或式-COOM基团，M是钠或钾，R3各自为C1至C4烷基或苯基，或两个基团R3一起为C 2至C 5亚烷基，亚磷酸三酰胺为亚磷酸三 - 二甲基酰胺或三 - 二乙基酰胺，约0.94至1.1摩尔每摩尔羰基化合物使用三氯甲烷膦酸酯和亚磷酸三酰胺中的每一种，并且在极性非质子溶剂中在约10℃至100℃下进行反应。

16. 发明授权

US4332745A Preparation of 2-cyano-3,3-dimethyl-cyclopropane-1-carboxylic acid esters and intermediates therefor 失效
标题翻译：制备2-氰基-3,3-二甲基 - 环丙烷-1-羧酸酯及其中间体
公开(公告)号：US4332745A
公开(公告)日：1982-06-01
申请号：US153298
申请日：1980-05-27
申请人： Fritz Maurer , Hans-Jochem Riebel , Uwe Priesnitz
发明人： Fritz Maurer , Hans-Jochem Riebel , Uwe Priesnitz
IPC分类号： C07C255/48 , C07C20060101 , C07C61/04 , C07C67/00 , C07C69/74 , C07C253/00 , C07C255/45 , C07C120/00 , C07C121/16 , C07C121/46
CPC分类号： C07C255/00
摘要： A process for the preparation of a 2-cyano-3,3-dimethyl-cyclopropane-1-carboxylic acid ester of the formula ##STR1## in which R is optionally substituted alkyl,comprising reacting a 3-halogeno-3-cyano-2,2-dimethyl-propane-1-carboxylic acid ester of the formula ##STR2## in which X is halogen,with a base at a temperature from about 0 to 100.degree. C. The starting esters are new and may be prepared by halogenating a compound of the formula ##STR3## and decarboxylating.
摘要翻译：制备式“IMAGE”的2-氰基-3,3-二甲基 - 环丙烷-1-羧酸酯的方法，其中R是任选取代的烷基，包括使3-卤代-3-氰基-2- ，其中X为卤素的式“IMAGE”的2-二甲基 - 丙烷-1-羧酸酯与碱在约0至100℃的温度下反应。起始酯是新的，可以通过将式“IMAGE”的化合物和脱羧基。

17. 发明授权

US4321408A Preparation of 1,3-dibromo-2,2-dimethyl-propane-1,3-dicarboxylic acid derivatives 失效
标题翻译： 1,3-二溴-2,2-二甲基 - 丙烷-1,3-二羧酸衍生物的制备
公开(公告)号：US4321408A
公开(公告)日：1982-03-23
申请号：US153297
申请日：1980-05-27
申请人： Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
发明人： Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
IPC分类号： C07C69/63 , B01J31/00 , C07B61/00 , C07C51/00 , C07C55/40 , C07C67/00 , G21D1/00 , C07C67/307 , C07C51/58 , C07C51/60
CPC分类号： C07C55/40
摘要： In the preparation of a 1,3-dibromo-2,2-dimethyl-propane-1,3-dicarboxylic acid derivative of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is chlorine or alkoxy, by reacting a 2,2-dimethyl-propane-1,3-dicarboxylic acid derivative of the formula ##STR2## in which R.sup.3 is hydroxy or alkoxy andR.sup.4 is hydroxy, orR.sup.3 and R.sup.4 together are an anhydride oxygen atom,with an acid halide, then reacting the product with bromine at a temperature between 0.degree. and 150.degree. C. to form a 1,3-dibromo-2,2-dimethyl-propane-1,3-dicarboxylic acid chloride and optionally reacting such acid chloride with an alkanol, the improvement which comprises employing an acid chloride as the acid halide, e.g. phosphorus pentachloride, phosphorus oxychloride, phosphorus trichloride, thionyl chloride or phosgene. Compounds of the formula ##STR3## are new. The products are intermediates for making insecticides.
摘要翻译：在制备其中R 1和R 2各自独立地为氯或烷氧基的式“IMAGE”的1,3-二溴-2,2-二甲基 - 丙烷-1,3-二羧酸衍生物中，通过使2,2 其中R3是羟基或烷氧基，R4是羟基或R3和R4一起是酸酐氧原子的式“IMAGE”的二甲基丙烷-1,3-二羧酸衍生物与酰卤反应，然后使产物用溴在0℃至150℃之间的温度下反应形成1,3-二溴-2,2-二甲基 - 丙烷-1,3-二羧酰氯，并任选地使该酰基氯与烷醇反应，其改进是包括使用酰氯作为酰卤，例如五氯化磷，三氯氧化磷，三氯化磷，亚硫酰氯或光气。式“IMAGE”的化合物是新的。该产品是制造杀虫剂的中间体。

18. 发明授权

US4383949A Preparation of 3-bromo-4-fluorobenzaldehyde and its acetals 失效
标题翻译： 3-溴-4-氟苯甲醛及其缩醛的制备
公开(公告)号：US4383949A
公开(公告)日：1983-05-17
申请号：US277585
申请日：1981-06-26
申请人： Fritz Maurer , Hans-Jochem Riebel , Uwe Priesnitz , Erich Klauke
发明人： Fritz Maurer , Hans-Jochem Riebel , Uwe Priesnitz , Erich Klauke
IPC分类号： B01J25/02 , C07B61/00 , C07C41/00 , C07C41/50 , C07C43/30 , C07C43/313 , C07C43/315 , C07C45/00 , C07C45/44 , C07C45/51 , C07C47/55 , C07C47/575 , C07C67/00 , C07C233/65 , C07C253/00 , C07C255/49 , C07C255/50 , C07C121/52 , C07C103/22
CPC分类号： C07C255/00 , C07C43/313 , C07C43/315 , C07C45/00 , C07C45/515 , C07C47/575
摘要： A process for the preparation of a 3-bromo-4-fluorobenzaldehyde acetal of the formula ##STR1## in which R.sup.1 is methyl or ethyl,which comprises reacting a 3-bromo-4-fluoro-benzoic acid halide with ammonia to form 3-bromo-4-fluoro-benzoic acid amide, dehydrating said amide to form 3-bromo-4-fluoro-benzonitrile, reacting the nitrile with formic acid in the presence of a catalyst at a temperature between about 0.degree. and 150.degree. C. to form 3-bromo-4-fluorobenzaldehyde, and reacting said aldehyde with R.sup.1 OH or a derivative thereof capable of forming an acetal. The amide and nitrile are new compounds. The acetals are known intermediates in the synthesis of pyrethroid-like insecticides.
摘要翻译：制备式“IMAGE”的3-溴-4-氟苯甲醛缩醛的方法，其中R 1是甲基或乙基，其包括使3-溴-4-氟 - 苯甲酸卤化物与氨反应形成3- 将4-溴-4-氟 - 苯甲酸酰胺脱水，使所述酰胺脱水形成3-溴-4-氟 - 苄腈，在催化剂存在下，在约0℃至150℃的温度下，使腈与甲酸反应，形成3-溴-4-氟苯甲醛，并使所述醛与能够形成缩醛的R 1 OH或其衍生物反应。酰胺和腈是新的化合物。缩醛是拟除虫菊酯类杀虫剂合成中的已知中间体。

19. 发明授权

US4358409A Preparation of styryl cyclopropane insecticide intermediates 失效
标题翻译：制备苯乙烯环丙烷杀虫剂中间体
公开(公告)号：US4358409A
公开(公告)日：1982-11-09
申请号：US140644
申请日：1980-04-16
申请人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
发明人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
IPC分类号： C07C17/26 , C07C25/24 , C07C45/41 , C07C45/54 , C07C45/56 , C07C45/68 , C07C49/355 , C07C49/567 , C07C61/40 , C07F9/40 , C07C120/00 , C07C69/616 , C07C69/743 , C07C121/48
CPC分类号： C07C17/2635 , C07C25/24 , C07C45/41 , C07C45/54 , C07C45/56 , C07C45/68 , C07C49/355 , C07C49/567 , C07C61/40 , C07F9/4018 , C07F9/4056 , C07F9/4065
摘要： Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogenandY represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene, with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## wherein R.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or pehnoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.7 represents alkyl or phenyl andX represents halogen, in the presence of a base at a temperature between about -70.degree. and +150.degree. C. Other olefins can be similarly prepared. Many intermediates are new and the end products are themselves intermediates for insecticides.
摘要翻译： n = 2时，R 9彼此独立地表示卤素，氰基，硝基或任选卤素取代的烷基，烷氧基，烷硫基或亚烷基二氧基，其中R 1表示0， 2,3,4或5中，R 10表示氢或卤素，Y表示乙酰基，氰基或氨基甲酰基，其通式为：其中R 4各自独立地表示烷基或苯基或一起代表亚烷基的式“IMAGE”的苄基膦酸酯，与式“IMAGE”的甲酰环丙烷衍生物或通过使式“IMAGE”的α-羟基膦酸酯与式“IMAGE”的烯烃化剂反应，其中Z'表示含磷基团，其中R5 和R6相同或不同，并且各自表示烷基，苯基，烷氧基或聚氧乙烯或R5和R6一起表示烷二氧基，R7表示烷基或苯基，X表示卤素，在碱的存在下，约-70℃至+ 150℃之间的温度。可以类似地制备其它烯烃。许多中间体是新的，最终产品本身是杀虫剂的中间体。

20. 发明授权

US4307033A Preparation of 3,3-dimethyl-cyclopropane-1,1,2-tricarboxylic acid derivatives and intermediates therefor 失效
标题翻译： 3,3-二甲基 - 环丙烷-1,1,2-三羧酸衍生物及其中间体的制备
公开(公告)号：US4307033A
公开(公告)日：1981-12-22
申请号：US153288
申请日：1980-05-27
申请人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
发明人： Hellmut Hoffmann , Fritz Maurer , Uwe Priesnitz , Hans-Jochem Riebel
IPC分类号： A01N53/00 , A01N53/10 , C07C67/00 , C07C253/00 , C07C255/45 , C07C255/48 , C07C120/00 , C07C121/16 , C07C121/30 , C07C121/46
CPC分类号： C07C255/45
摘要： 3,3-Dimethyl-cyclopropane-1,1,2-tricarboxylic acid derivatives of the formula ##STR1## in which R is alkyl, andR.sup.1 and R.sup.2 each is alkoxycarbonyl or cyano, with the proviso that at least one of them is cyano,suitable for use as intermediates in making insecticides, are produced by reacting a .beta.,.beta.-dimethyl-acrylic acid nitrile of the formula ##STR2## with bromine or chlorine at a temperature between about -20.degree. and +50.degree. C. to produce a compound of the formula ##STR3## in which Hal is chlorine or bromine,which compound is further reacted with a malonic acid derivative of the formula ##STR4##
摘要翻译：其中R为烷基的式为“IMAGE”的3,3-二甲基 - 环丙烷-1,1,2-三羧酸衍生物，R 1和R 2各自为烷氧基羰基或氰基，条件是它们中的至少一个为氰基适用于制备杀虫剂的中间体，是通过使式“IMAGE”的β，β-二甲基 - 丙烯酸腈与溴或氯在约-20℃至+ 50℃之间的温度下反应产生的，以产生其中Hal是氯或溴的式“IMAGE”化合物，该化合物进一步与下式的丙二酸衍生物反应：

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