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1. 发明公开

EP0050521A1 Preparation of insecticidal optically active isovalerate esters 有权
标题翻译： Herstellung optisch aktiver Ester vonIsovaleriansäuremit insektizider Wirkung。
公开(公告)号：EP0050521A1
公开(公告)日：1982-04-28
申请号：EP81304922.8
申请日：1981-10-20
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Suzuki, Yukio , Hayashi, Masahiro , Takuma, Kenzi
IPC分类号： C07C121/75 , C07B19/00
CPC分类号： C07C255/00
摘要： The method is for preparing an isomer of an a-cyano-3-phenoxybenzyl-2-(4-chlorphenyl)isovalerate or of the derivative having 4-fluoro on the phenoxy nucleus; these compounds have two asymmetric carbon atoms.
The starting material is a solution which consists of or is rich in a racemic mixture of the isomers of the compound having respectively an (S) configuration on the acid moieties and respectively an (S) or (R) configuration on the alcohol moiety; in the presence of seed crystal of substantially pure (S)-(S) isomer, the (SHS) isomer is crystallized from the solution. The solution may be heated to at least 40 °C. The seed crystal can be one obtained by recrystallization. The solvent is preferably an alcohol, aliphatic hydrocarbon and/or alicyclic hydrocarbon. A basic catalyst, e.g. ammonia or triethylamine, can be present. Preferably the solution is at a temperature and concentration so as to be supersaturated in racemic mixture.
The product isomer has high insecticidal and/or acaricidal efficacy.
摘要翻译：该方法用于在苯氧基核上制备α-氰基-3-苯氧基苄基-2-（4-氯苯基）异戊酸酯或具有4-氟的衍生物的异构体; 这些化合物具有两个不对称碳原子。起始原料是一种溶液，其由在酸部分上分别具有（S）构型的化合物的异构体的外消旋混合物组成或富含，分别具有（S）或（R）醇部分; 在基本上纯的（S） - （S）异构体的晶种的存在下，（S） - （S）异构体从溶液中结晶出来。可以将溶液加热至至少40℃。晶种可以是通过重结晶获得的晶种。溶剂优选为醇，脂族烃和/或脂环族烃。碱性催化剂，例如氨或三乙胺。优选地，溶液处于在外消旋混合物中过饱和的温度和浓度。产物异构体具有高杀虫和/或杀螨效果。

2. 发明公开

EP0908446A1 Method for producing benzyl bromide derivatives 审中-公开
标题翻译： Verfahren zur Herstellung von Benzylbromid-Derivaten
公开(公告)号：EP0908446A1
公开(公告)日：1999-04-14
申请号：EP98118936.8
申请日：1998-10-07
申请人： Sumitomo Chemical Company, Limited
发明人： Takuma, Kenzi , Kakimizu, Akiko , Kusaba, Tomoyuki
IPC分类号： C07C249/12 , C07C249/14 , C07C251/48
CPC分类号： C07C249/12 , C07C249/14 , C07C251/48
摘要： The method for producing the benzyl bromide derivatives of the formula:
wherein R 1 represents a C 1 to C 5 alkyl group, which comprises reacting a 2-methylphenylacetic acid derivative of the formula:
wherein R 1 represents the same meaning above, with bromine in the presence of an alkali metal salt.
In case that R 1 is an ethyl or isopropyl group, the recrystallization of the above reaction product from aliphatic hydrocarbon solution gives the benzyl bromide derivatives efficiently and in high purity.
摘要翻译：制备下式的苄基溴衍生物的方法：其中R1表示C1至C5烷基，其包括使下式的2-甲基苯乙酸衍生物：其中R 1表示与上述相同的含义，与溴在碱金属盐的存在下进行。在R 1为乙基或异丙基的情况下，上述反应产物从脂族烃溶液中重结晶得到苄基溴衍生物有效且高纯度。

3. 发明授权

EP0050521B1 Preparation of insecticidal optically active isovalerate esters 有权
标题翻译：杀虫剂光学活性异氰酸酯的制备
公开(公告)号：EP0050521B1
公开(公告)日：1984-11-21
申请号：EP81304922.8
申请日：1981-10-20
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Suzuki, Yukio , Hayashi, Masahiro , Takuma, Kenzi
IPC分类号： C07C121/75 , C07B19/00
CPC分类号： C07C255/00

4. 发明公开

EP0053500A2 Mixed stereoisomers of fenvalerate 失效
标题翻译：蒙塞尔冯芬妮瓦尔 - 立体异构体。
公开(公告)号：EP0053500A2
公开(公告)日：1982-06-09
申请号：EP81305635.5
申请日：1981-11-27
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Suzuki, Yukio Sumitomo Chemical Apartment , Hayashi, Masahiro Sumitono Chemical Apartment , Takuma, Kenzi
IPC分类号： C07C121/75
CPC分类号： C07C255/00 , A01N37/38 , Y02P20/582
摘要： A new form of an enantiomer pair of stereoisomers of fenvalerate comprising (S)-a-cyano-3-phenoxybenzyl(S)-2-(4-chlorophenyl)isovalerate and the (R)-(R) enantiomer as a crystal of characteristics:

crystal system: monoclinic
lattice constants: a = 11.90 A, b = 5.60 A, c = 32.58 A, β = 93. 0°
space group: P 2 1/c
density: 1.28 g/cm 3
number of molecules in unit lattice: 4.

A process of preparing the enantiomer pair or the fenvalerate rich in the enantiomer pair comprises depositing said crystals from a solution of a racemate of fenvalerate. Another process of preparing the enantiomer pair comprises depositing the crystals from a solution of the fenvalerate rich in the enantiomer pair and separating the crystals from the liquor.
摘要翻译：（S）-α-氰基-3-苯氧基苄基（S）-2-（4-氯苯基）异戊酸酯和（R） - （R）对映异构体作为特征晶体的新型形式的氰戊菊酯立体异构体对：晶体体系：单斜晶格常数：a = 11.90 ANGSTROM，b = 5.60 ANGSTROM，c = 32.58 ANGSTROM，β= 93.0°空间群：P2 1 / c密度：1.28g / cm 3单位晶格中的分子数：制备富含对映异构体对的对映体对或氰戊菊酯的方法包括从氰戊菊酯的外消旋物的溶液中沉积所述晶体。制备对映异构体对的另一种方法包括从富含对映异构体对的氰戊菊酯溶液中沉淀晶体，并将晶体与液体分离。

5. 发明公开

EP0040991A1 Preparation of insecticidal mixture of stereoisomers of alpha-cyano-3-phenoxybenzyl isovalerates 有权
标题翻译： Herstellung eines Gemisches von Stereoisomeren von Isovalerat-Estern von alpha-Cyano-3-fenoxybenzen。
公开(公告)号：EP0040991A1
公开(公告)日：1981-12-02
申请号：EP81302345.4
申请日：1981-05-27
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Suzuki, Yukio Sumito Chemical Apt. No. 2-241 , Hayashi, Masahiro , Takuma, Kenzi
IPC分类号： C07C121/75 , A01N37/38 , C07B19/00
CPC分类号： C07C255/00
摘要： The method is for preparation of a mixture of stereoisomers of a-cyano-3-phenoxybenzyl-2-(4-chlorophenyl)isovalerate or the derivative having 4-fluoro on the phenoxy nucleus. The compounds each have an asymmetric carbon atom in the alcohol and acid moieties.
The starting material is a mixture of one of these esters which contains 35 to 65% of an enantiomer pair of isomers of respectively S-configuration and R-configuration on both moieties, the balance being a mixture of the other (S-R and R-S) pair. This material is dissolved in a solvent, such as an alkanol or an aliphatic or alicyclic hydrocarbon; usually seed crystals comprising the desired isomer pair (S-R and R-S) are added and crystallization thereof takes place of this pair. The crystals are removed, e.g. by filtration; residual liquid contains the desired S-S and R-R enantiomer pair which can be recovered by evaporation in vacuo.
The product has high insecticidal and/or acaricidal efficacy.
摘要翻译：该方法用于制备α-氰基-3-苯氧基苄基-2- [4-氯苯基]异戊酸酯或在苯氧基核上具有4-氟的衍生物的立体异构体的混合物。所述化合物各自在醇和酸部分中具有不对称碳原子。起始原料是这些酯之一的混合物，它们在两个部分上含有35至65％的分别具有S-构型和R-构型的异构体对映异构体对，其余为其它[ SR和RS]对。将该物质溶解在溶剂中，例如链烷醇或脂族或脂环族烃; 通常加入包含所需异构体对[S-R和R-S]的晶种，并结晶化。除去晶体，例如通过过滤; 残余液体含有所需的S-S和R-R对映异构体对，可通过真空蒸发回收。该产品具有高杀虫和/或杀螨效果。

6. 发明授权

EP0040991B1 Preparation of insecticidal mixture of stereoisomers of alpha-cyano-3-phenoxybenzyl isovalerates 有权
标题翻译： α-淀粉-3-苯氧基苯甲酸酯的立体异构体杀虫剂混合物的制备
公开(公告)号：EP0040991B1
公开(公告)日：1984-07-18
申请号：EP81302345.4
申请日：1981-05-27
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Suzuki, Yukio Sumito Chemical Apt. No. 2-241 , Hayashi, Masahiro , Takuma, Kenzi
IPC分类号： C07C121/75 , A01N37/38 , C07B19/00
CPC分类号： C07C255/00

7. 发明公开

EP0107972A1 A method for optical resolution of alpha-isopropyl-p-chlorophenylacetic acid 失效
标题翻译： Verfahren zur optischen Spaltung von alpha-Isopropyl-p-chlorphenylessigsäure。
公开(公告)号：EP0107972A1
公开(公告)日：1984-05-09
申请号：EP83306534.5
申请日：1983-10-27
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Takuma, Kenzi , Morino, Haruki
IPC分类号： C07C57/58 , C07C51/487 , C07B19/00
CPC分类号： C07C51/487 , C07C57/58
摘要： A method for optical resolution of a-isopropyl-p-chlorophenylacetic acid comprises reacting the a-isopropyl-p-chlorophenylacetic acid with (+)- or (-)-a-phenyl-p-(p-tolyl)ethylamine of not less than 95% in optical purity to selectively crystallize the (+)-a-phenyl-p-(p-tolyl)ethylamine salt of (+)-α-isopropyl-p-chlorophenylacetic acid or the (-)-α-phenyl-β-(p-tolyl)ethylamine salt of (-)-a-isopropyl-p-chlorophenylacetic acid, and then collecting and decomposing the resulting salt to obtain (+)- or (-)-a-isopropyl-p-chlorophenylacetic acid.
The α-isopropyl-p-chlorophenylacetic acid is useful as a carboxylic acid moiety of, for example, pyrethroid type insecticidal esters such as fenvalerate.
摘要翻译： α-异丙基对氯苯基乙酸的光学拆分方法包括使α-异丙基对氯苯基乙酸与（+） - 或（ - ） - α-苯基-β-（对甲苯基）乙胺不小于95 选择性地结晶（+） - α-异丙基对氯苯乙酸或（ - ） - α-苯基-β-苯基乙酸的（+） - α-苯基-β-（对甲苯基）乙胺盐（ - ） - α-异丙基 - 对氯苯基乙酸的（对 - 甲苯基）乙胺盐，然后收集和分解得到的盐，得到（+） - 或（ - ） - α-异丙基 - 对氯苯基乙酸。 α-异丙基对氯苯乙酸可用作例如拟除虫菊酯类杀虫酯如氰戊菊酯的羧酸部分。

8. 发明公开

EP0053500A3 Mixed stereoisomers of fenvalerate 失效
标题翻译： FENVALERATE混合立方体
公开(公告)号：EP0053500A3
公开(公告)日：1982-09-22
申请号：EP81305635
申请日：1981-11-27
申请人： SUMITOMO CHEMICAL COMPANY, LIMITED
发明人： Suzuki, Yukio Sumitomo Chemical Apartment , Hayashi, Masahiro Sumitono Chemical Apartment , Takuma, Kenzi
IPC分类号： C07C121/75 , A01N37/38 , C07B19/00
CPC分类号： C07C255/00 , A01N37/38 , Y02P20/582
摘要： A new form of an enantiomer pair of stereoisomers of fenvalerate comprising (S)-a-cyano-3-phenoxybenzyl(S)-2-(4-chlorophenyl)isovalerate and the (R)-(R) enantiomer as a crystal of characteristics:
crystal system: monoclinic lattice constants: a = 11.90 A, b = 5.60 A, c = 32.58 A, β = 93. 0° space group: P 2 1/c density: 1.28 g/cm 3 number of molecules in unit lattice: 4. A process of preparing the enantiomer pair or the fenvalerate rich in the enantiomer pair comprises depositing said crystals from a solution of a racemate of fenvalerate. Another process of preparing the enantiomer pair comprises depositing the crystals from a solution of the fenvalerate rich in the enantiomer pair and separating the crystals from the liquor.

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