公开(公告)号：EP0658542B1

公开(公告)日：1998-01-14

申请号：EP94919839.4

申请日：1994-07-01

申请人： SHIONOGI & CO., LTD. ,  SUMITOMO CHEMICAL COMPANY LIMITED

发明人： TAKASE, Akira ,  KAI, Hiroyuki ,  MASUI, Moriyasu ,  MASUMOTO, Katuhisa ,  NAKAMURA, Akihiko ,  KIYOSHIMA, Yujiro ,  SASAKI, Mikio

IPC分类号： C07C255/62 ,  C07C253/30 ,  C07C323/63 ,  C07C319/20 ,  C07C253/14

CPC分类号： C07C251/48 ,  C07C253/14 ,  C07C253/30 ,  C07C255/64

摘要： A process for producing an alpha -hydroxyiminophenylacetonitrile represented by general formula [II], (wherein R , R , R and Z are each as defined in the specification) by reacting a crude nitrile containing a phenylacetonitrile represented by general formula [I], (wherein R , R , R and Z are each as defined in the specification) with an alkyl nitrite in the presence of a base, extracting the reaction mixture with water, and neutralizing the separated water layer with an acid. This process enables target alpha -hydroxyiminophenylacetonitriles to be readily produced in a highly pure form in high yield by extracting the reaction mass with water and neutralizing the separated water layer with an acid.

摘要翻译： 由通式[II]表示的α-羟基亚氨基苯基乙腈的制备方法（其中R 1，R 2，R 3和Z各自如说明书中所定义）通过使含有苯基乙腈 （其中R 1，R 2，R 3和Z各自如说明书中所定义）与亚硝酸烷基酯在碱存在下反应，将反应混合物用 水，并用酸中和分离的水层。 该方法通过用水萃取反应物并用酸中和分离的水层，使得目标α-羟基亚氨基苯基乙腈容易以高纯度形式高产率地生成。

公开(公告)号：EP0658543A1

公开(公告)日：1995-06-21

申请号：EP94919840.2

申请日：1994-07-01

申请人： SHIONOGI & CO., LTD. ,  SUMITOMO CHEMICAL COMPANY LIMITED

发明人： TAKASE, Akira ,  KAI, Hiroyuki ,  MASUI, Moriyasu ,  MASUMOTO, Katuhisa ,  NAKAMURA, Akihiko ,  KIYOSHIMA, Yujiro ,  SASAKI, Mikio

IPC分类号： C07C255/62 ,  C07C253/30 ,  C07C323/63 ,  C07C319/20

CPC分类号： C07C251/48 ,  C07C253/30 ,  C07C255/61 ,  C07C319/20

摘要： A process for producing an α-alkoxyiminophenylacetonitrile represented by general formula [III], (wherein R¹, R², R³ and Y are each as defined in the specification) by reacting an alkali metal salt of an α-hydroxyiminophenylacetonitrile, represented by general formula [I], (wherein R¹, R², Y and A are each as defined in the specification) with a dialkyl sulfate represented by the general formula [II]: (R³)₂SO₄, (wherein R³ is as defined in the specification) in the presence of a phase transfer catalyst in a solvent mixture composed of a hydrocarbon solvent and water. It is possible by using the above catalyst and solvent mixture to inhibit the formation of a nitrone derivative as a by-product to thereby produce a highly pure alkoxyimino compound in a high yield.

摘要翻译： 由通式[Ⅲ]表示的α-烷氧基亚氨基苯基乙腈的制备方法，其中R 1，R 2，R 3和Y各自如说明书中所定义）通过使通式[Ⅰ]代表的α-羟基亚氨基苯基乙腈的碱金属盐与通式[ （其中R 1，R 2，Y和A各自如说明书中所定义）与通式[Ⅱ]代表的二烷基硫酸盐反应：（R 3）2 SO 4（其中R 3如说明书中所定义） 在由烃溶剂和水组成的溶剂混合物中存在相转移催化剂。 通过使用上述催化剂和溶剂混合物抑制作为副产物的硝酮衍生物的形成，从而以高产率生产高纯度的烷氧基亚氨基化合物是可能的。

公开(公告)号：EP0658543B1

公开(公告)日：1998-01-07

申请号：EP94919840.2

申请日：1994-07-01

申请人： SHIONOGI & CO., LTD. ,  SUMITOMO CHEMICAL COMPANY LIMITED

发明人： TAKASE, Akira ,  KAI, Hiroyuki ,  MASUI, Moriyasu ,  MASUMOTO, Katuhisa ,  NAKAMURA, Akihiko ,  KIYOSHIMA, Yujiro ,  SASAKI, Mikio

IPC分类号： C07C255/62 ,  C07C253/30 ,  C07C323/63 ,  C07C319/20

CPC分类号： C07C251/48 ,  C07C253/30 ,  C07C255/61 ,  C07C319/20

公开(公告)号：EP0658542A1

公开(公告)日：1995-06-21

申请号：EP94919839.4

申请日：1994-07-01

申请人： SHIONOGI & CO., LTD. ,  SUMITOMO CHEMICAL COMPANY LIMITED

发明人： TAKASE, Akira ,  KAI, Hiroyuki ,  MASUI, Moriyasu ,  MASUMOTO, Katuhisa ,  NAKAMURA, Akihiko ,  KIYOSHIMA, Yujiro ,  SASAKI, Mikio

IPC分类号： C07C255/62 ,  C07C253/30 ,  C07C323/63 ,  C07C319/20 ,  C07C253/14

CPC分类号： C07C251/48 ,  C07C253/14 ,  C07C253/30 ,  C07C255/64

摘要： A process for producing an α-hydroxyiminophenylacetonitrile represented by general formula [II], (wherein R¹, R², R³ and Z are each as defined in the specification) by reacting a crude nitrile containing a phenylacetonitrile represented by general formula [I], (wherein R¹, R², R³ and Z are each as defined in the specification) with an alkyl nitrite in the presence of a base, extracting the reaction mixture with water, and neutralizing the separated water layer with an acid. This process enables target α-hydroxyiminophenylacetonitriles to be readily produced in a highly pure form in high yield by extracting the reaction mass with water and neutralizing the separated water layer with an acid.

摘要翻译： 通式[Ⅱ]代表的α-羟基亚氨基苯基乙腈的制备方法（其中R 1，R 2，R 3和Z各自如本说明书中所定义）通过使含有通式[Ⅰ]代表的苯乙腈， 其中R 1，R 2，R 3和Z各自如说明书中所定义）与亚硝酸烷基酯在碱存在下反应，用水萃取反应混合物，并用酸中和分离的水层。 通过该方法，通过用水提取反应物并用酸中和分离的水层，能够以高收率容易地以高纯度形式生产目标α-羟基亚氨基苯基乙腈。

公开(公告)号：EP0658541B1

公开(公告)日：1998-05-20

申请号：EP94919838.6

申请日：1994-07-01

申请人： SHIONOGI & CO., LTD. ,  SUMITOMO CHEMICAL COMPANY LIMITED

发明人： TAKASE, Akira ,  KAI, Hiroyuki ,  MASUI, Moriyasu ,  MASUMOTO, Katuhisa ,  NAKAMURA, Akihiko ,  KIYOSHIMA, Yujiro ,  SASAKI, Mikio

IPC分类号： C07C251/48 ,  C07C249/12

CPC分类号： C07C249/12 ,  C07C251/48

摘要： A process for producing a carboxylic acid derivative represented by general formula [VIII], (wherein R , R , R and L are each as defined in the specification), which comprises reacting a benzyl halide with a cyano compound to give a phenylacetonitrile, reacting the nitrile with an alkyl nitrite in the presence of a base to give an alpha -hydroxyiminophenylacetonitrile, reacting the hydroxy nitrile with an alkylating agent to give an alpha -alkoxyiminophenylacetonitrile, hydrolyzing the alkoxy nitrile in the presence of a base, optionally after hydration and acid treatment, to give an alpha -alkoxyiminophenylacetic acid, and finally reacting the acid with a halogenating agent, or converting the acid into a corresponding metal salt and reacting the salt with an alkylating agent, or reacting the acid with a lower alcohol in the presence of an acidic catalyst. According to this process, the reactions can be advanced through the respective steps under mild conditions, and the target derivative [VIII] can be produced even without resort to high-pressure steam equipment, high-temperature heat medium equipment, refrigerator, and so forth. Further, this process is advantageous in that only a single solvent will suffice without the necessity for using various solvents according to the respective steps.

公开(公告)号：EP0658541A1

公开(公告)日：1995-06-21

申请号：EP94919838.6

申请日：1994-07-01

申请人： SHIONOGI & CO., LTD. ,  SUMITOMO CHEMICAL COMPANY LIMITED

发明人： TAKASE, Akira ,  KAI, Hiroyuki ,  MASUI, Moriyasu ,  MASUMOTO, Katuhisa ,  NAKAMURA, Akihiko ,  KIYOSHIMA, Yujiro ,  SASAKI, Mikio

IPC分类号： C07C251/48 ,  C07C249/12

CPC分类号： C07C249/12 ,  C07C251/48

摘要： A process for producing a carboxylic acid derivative represented by general formula [VIII], (wherein R¹, R², R³ and L are each as defined in the specification), which comprises reacting a benzyl halide with a cyano compound to give a phenylacetonitrile, reacting the nitrile with an alkyl nitrite in the presence of a base to give an α-hydroxyiminophenylacetonitrile, reacting the hydroxy nitrile with an alkylating agent to give an α-alkoxyiminophenylacetonitrile, hydrolyzing the alkoxy nitrile in the presence of a base, optionally after hydration and acid treatment, to give an α-alkoxyiminophenylacetic acid, and finally reacting the acid with a halogenating agent, or converting the acid into a corresponding metal salt and reacting the salt with an alkylating agent, or reacting the acid with a lower alcohol in the presence of an acidic catalyst. According to this process, the reactions can be advanced through the respective steps under mild conditions, and the target derivative [VIII] can be produced even without resort to high-pressure steam equipment, high-temperature heat medium equipment, refrigerator, and so forth. Further, this process is advantageous in that only a single solvent will suffice without the necessity for using various solvents according to the respective steps.

摘要翻译： 制备由通式[Ⅷ]表示的羧酸衍生物的方法，其中R 1，R 2，R 3和L各自如说明书中所定义），其中包括使苄基卤与 氰基化合物，得到苯基乙腈，在碱的存在下使腈与亚硝酸烷基酯反应，得到α-羟基亚氨基苯基乙腈，使羟基腈与烷基化剂反应，得到α-烷氧基亚氨基苯基乙腈，在存在下水解烷氧基腈 的碱，任选地在水合和酸处理之后，得到α-烷氧基亚氨基苯基乙酸，最后使酸与卤化剂反应，或将酸转化成相应的金属盐，并使该盐与烷基化剂反应，或使 在酸性催化剂存在下用低级醇酸。 根据该方法，可以在温和条件下通过各个步骤进行反应，即使不使用高压蒸汽设备，高温热介质设备，冰箱等，也可以生产目标衍生物[Ⅷ] 。 此外，该方法的优点在于，只要单一的溶剂即可，而不需要根据各个步骤使用各种溶剂。