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1. 发明授权

US5440047A Method of preparing 2-chloro-pyridinemethanol 失效
标题翻译： 2-氯 - 吡啶甲醇的制备方法
公开(公告)号：US5440047A
公开(公告)日：1995-08-08
申请号：US252484
申请日：1994-06-01
申请人： Yasunobu Nishimura , Akihiro Ishii , Yuzuru Morino , Yoshiyuki Kikuchi
发明人： Yasunobu Nishimura , Akihiro Ishii , Yuzuru Morino , Yoshiyuki Kikuchi
IPC分类号： B01J31/02 , C07B61/00 , C07D213/61 , C07D213/68 , C07D213/30
CPC分类号： C07D213/61
摘要： The invention relates to a method of preparing 2-chloro-pyridinemethanol represented by the following formula (1). The method includes the steps of: (a) reacting 2-chloro-monochloromethylpyridine with an alkali metal salt of a carboxylic acid and/or a hydrate of the alkali metal salt so as to form an ester derivative; and (b) hydrolyzing the ester derivative so as to form the 2-chloro-pyridinemethanol. ##STR1##
摘要翻译：本发明涉及一种由下式（1）表示的2-氯 - 吡啶甲醇的制备方法。该方法包括以下步骤：（a）使2-氯 - 一氯甲基吡啶与羧酸的碱金属盐和/或碱金属盐的水合物反应，形成酯衍生物; 和（b）水解酯衍生物以形成2-氯 - 吡啶甲醇。（1）

2. 发明申请

US20110021809A1 Method for Purification of Optically Active alpha-Fluorocarboxylic Acid Esters 有权
标题翻译：光活性α-氟羧酸酯的纯化方法
公开(公告)号：US20110021809A1
公开(公告)日：2011-01-27
申请号：US12673956
申请日：2008-08-05
申请人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
发明人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
IPC分类号： C07C67/54
CPC分类号： C07B53/00 , C07B57/00 , C07C67/307 , C07C67/54 , C07C69/63
摘要： Disclosed is a purification method of reducing and removing fluoride ions contained in an optically active α-fluorocarboxylic acid ester represented by formula [1] [in the formula, R1 represents a C1-6 alkyl group, R2 represents a C1-4 alkyl group, and * represents an asymmetric carbon], the purification method of the optically active α-fluorocarboxylic acid ester being characterized by that a distillation is conducted in the presence of an organic base. By this method, it is possible to greatly reduce the concentration of fluoride ion traces contained in the optically active α-fluorocarboxylic acid ester by a relatively easy operation. Of the organic base, a tertiary amine is preferable, and above all tri-n-butylamine is particularly preferable.
摘要翻译：公开了通式[1]表示的光学活性α-氟代羧酸酯中所含的氟离子的还原和除去净化方法[式中，R1表示C1-6烷基，R2表示C1-4烷基，和*表示不对称碳]，光学活性α-氟代羧酸酯的纯化方法的特征在于在有机碱的存在下进行蒸馏。通过该方法，可以通过相对容易的操作大大降低光学活性α-氟代羧酸酯中含有的氟离子痕迹的浓度。在有机碱中，优选叔胺，特别优选三正丁胺。

3. 发明授权

US08283489B2 Process for producing optically active α-fluorocarboxylate 有权
标题翻译：光学活性α-氟代羧酸酯的制备方法
公开(公告)号：US08283489B2
公开(公告)日：2012-10-09
申请号：US12523440
申请日：2008-01-08
申请人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
发明人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
IPC分类号： C07C69/63
CPC分类号： C07C67/307 , C07B2200/07 , C07C69/63
摘要： An optically active α-fluorocarboxylate is produced by reacting an optically active α-hydroxycarboxylate with sulfuryl fluoride (SO2F2), trifluoromethanesulfonyl fluoride (CF3SO2F) or nonafluorobutanesulfonyl fluoride (C4F9SO2F) in the presence of organic base and in the absence of reaction solvent. More preferably, a distillation purification is conducted after adding acid to the reaction-terminated liquid. With this, it is possible to produce an optically active α-fluorocarboxylate of a still higher purity. It is possible by this process to advantageously produce an optically active α-fluorocarboxylate on a large-amount scale.
摘要翻译：光学活性的α-氟代羧酸酯是通过光学活性的α-羟基羧酸酯与硫酰氟（SO 2 F 2），三氟甲磺酰氟（CF 3 SO 2 F）或九氟丁磺酰氟（C 4 F 9 SO 2 F）在有机碱的存在下和不存在反应溶剂下反应来制备的。更优选地，在向反应终止的液体中加入酸之后进行蒸馏纯化。由此，可以生产出更高纯度的光学活性α-氟代羧酸酯。通过该方法可以有利地大量生产光学活性的α-氟代羧酸酯。

4. 发明申请

US20100087673A1 PROCESS FOR PRODUCING OPTICALLY ACTIVE alpha-FLUOROCARBOXYLATE ESTER 有权
标题翻译：生产光活性α-氟代羧酸酯酯的方法
公开(公告)号：US20100087673A1
公开(公告)日：2010-04-08
申请号：US12523440
申请日：2008-01-08
申请人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
发明人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
IPC分类号： C07C67/00
CPC分类号： C07C67/307 , C07B2200/07 , C07C69/63
摘要： An optically active α-fluorocarboxylate is produced by reacting an optically active α-hydroxycarboxylate with sulfuryl fluoride (SO2F2), trifluoromethanesulfonyl fluoride (CF3SO2F) or nonafluorobutanesulfonyl fluoride (C4F9SO2F) in the presence of organic base and in the absence of reaction solvent. More preferably, a distillation purification is conducted after adding acid to the reaction-terminated liquid. With this, it is possible to produce an optically active α-fluorocarboxylate of a still higher purity. It is possible by this process to advantageously produce an optically active α-fluorocarboxylate on a large-amount scale.
摘要翻译：光学活性的α-氟代羧酸酯是通过光学活性的α-羟基羧酸酯与硫酰氟（SO 2 F 2），三氟甲磺酰氟（CF 3 SO 2 F）或九氟丁磺酰氟（C 4 F 9 SO 2 F）在有机碱的存在下和不存在反应溶剂下反应制备的。更优选地，在向反应终止的液体中加入酸之后进行蒸馏纯化。由此，可以生产出更高纯度的光学活性α-氟代羧酸酯。通过该方法可以有利地大量生产光学活性的α-氟代羧酸酯。

5. 发明授权

US08748653B2 Method for purification of optically active α-fluorocarboxylic acid esters 有权
标题翻译：光学活性α-氟代羧酸酯的纯化方法
公开(公告)号：US08748653B2
公开(公告)日：2014-06-10
申请号：US12673956
申请日：2008-08-05
申请人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
发明人： Akihiro Ishii , Hideyuki Tsuruta , Yuzuru Morino , Mikihiro Takahashi
IPC分类号： C07C69/63
CPC分类号： C07B53/00 , C07B57/00 , C07C67/307 , C07C67/54 , C07C69/63
摘要： Disclosed is a purification method of reducing and removing fluoride ions contained in an optically active α-fluorocarboxylic acid ester represented by formula [1] [in the formula, R1 represents a C1-6 alkyl group, R2 represents a C1-4 alkyl group, and * represents an asymmetric carbon], the purification method of the optically active α-fluorocarboxylic acid ester being characterized by that a distillation is conducted in the presence of an organic base. By this method, it is possible to greatly reduce the concentration of fluoride ion traces contained in the optically active α-fluorocarboxylic acid ester by a relatively easy operation. Of the organic base, a tertiary amine is preferable, and above all tri-n-butylamine is particularly preferable.
摘要翻译：公开了通式[1]表示的光学活性α-氟代羧酸酯中所含的氟离子的还原和除去净化方法[式中，R1表示C1-6烷基，R2表示C1-4烷基，和*表示不对称碳]，光学活性α-氟代羧酸酯的纯化方法的特征在于在有机碱的存在下进行蒸馏。通过该方法，可以通过相对容易的操作大大降低光学活性α-氟代羧酸酯中含有的氟离子痕迹的浓度。在有机碱中，优选叔胺，特别优选三正丁胺。

6. 发明授权

US06326517B1 Method of producing benzamides 失效
标题翻译：生产苯甲酰胺的方法
公开(公告)号：US06326517B1
公开(公告)日：2001-12-04
申请号：US09458079
申请日：1999-12-10
申请人： Takashi Kume , Michio Ishida , Satoru Narizuka , Yuzuru Morino , Makoto Koide
发明人： Takashi Kume , Michio Ishida , Satoru Narizuka , Yuzuru Morino , Makoto Koide
IPC分类号： C07C23100
CPC分类号： C07C231/10 , C07C233/65
摘要： A method of producing benzamides represented by the following general formula (1): where R is trifluoromethyl group, trifluoromethyloxy group, halogen (fluorine, chlorine, bromine or iodine), nitro group, acetyl group, cyano group, alkyl group having 1 to 4 carbon atoms, alkoxy group having 1 to 4 carbon atoms, or a alkoxycarbonyl group having 2 to 5 carbon atoms; and n is 0 or an integer ranging from 1 to 3. The method comprises the step of allowing an aromatic compound represented by the following general formula (2) to react with carbon monoxide and ammonia in the presence of a metal of the group VIII of the periodic table and phosphine: where X is halogen (fluorine, chlorine, bromine or iodine), trifluoromethanesulfonate group, alkylsulfonate group having 1 to 4 carbon atoms, or substituted or unsubstituted arylsulfonate group; R is trifluoromethyl group, trifluoromethyloxy group, halogen (fluorine, chlorine, bromine or iodine), nitro group, acetyl group, cyano group, alkyl group having 1 to 4 carbon atoms, alkoxy group having 1 to 4 carbon atoms, or alkoxycarbonyl group having 2 to 5 carbon atoms; and n is 0 or an integer ranging from 1 to 3.
摘要翻译：一种生产由以下通式（1）表示的苯甲酰胺的方法：其中R是三氟甲基，三氟甲氧基，卤素（氟，氯，溴或碘），硝基，乙酰基，氰基，具有1-4个碳原子数1〜4的烷氧基或碳原子数2〜5的烷氧基羰基。并且n为0或1至3的整数。该方法包括以下通式（2）表示的芳族化合物与一氧化碳和氨在VIII族金属存在下反应的步骤：周期表和膦：其中X是卤素（氟，氯，溴或碘），三氟甲磺酸酯基，具有1至4个碳原子的烷基磺酸酯基或取代或未取代的芳基磺酸酯基; R为三氟甲基，三氟甲氧基，卤素（氟，氯，溴或碘），硝基，乙酰基，氰基，碳原子数1〜4的烷基，碳原子数1〜4的烷氧基， 2至5个碳原子; n为0或1〜3的整数。

7. 发明授权

US06706905B1 Method for producing palladium complex compound 失效
标题翻译：钯配合物的制造方法
公开(公告)号：US06706905B1
公开(公告)日：2004-03-16
申请号：US09458080
申请日：1999-12-10
申请人： Takashi Kume , Satoru Narizuka , Makoto Koide , Koichi Mikami , Manabu Hatano , Masahiro Terada , Michio Ishida , Yuzuru Morino
发明人： Takashi Kume , Satoru Narizuka , Makoto Koide , Koichi Mikami , Manabu Hatano , Masahiro Terada , Michio Ishida , Yuzuru Morino
IPC分类号： C07F1702
CPC分类号： C07F15/006 , C07F15/0066
摘要： An aromatic compound represented by the general formula Ar1X is reacted with a palladium compound and a phosphine derivative, in the presence of a first basic substance, thereby producing a palladium-complex compound represented by the general formula Ar1—PdL2X. This palladium-complex compound is reacted with a benzoic acid represented by the general formula Ar2—COOH, in the presence of a second basic substance, thereby producing another palladium-complex compound represented by the following general formula. The above palladium-complex compounds are useful as catalysts and can be produced easily by the above reactions. In the above general formulas, Ar1 is an aryl group; and X is a halogen that is fluorine, chlorine, bromine or iodine, trifluoromethanesulfonate group, an alkylsulfonate group having a carbon atom number of 1-4, or a substituted or unsubstituted arylsulfonate group; each L is independently a phosphine ligand; and Ar2 is an aryl group.
摘要翻译：在通式Ar 1 X表示的芳香族化合物与钯化合物和膦衍生物在第一碱性物质的存在下反应，由此制备由通式Ar 1〜 PdL2X。在第二碱性物质的存在下，使该钯络合物与通式为Ar 2 -COOH表示的苯甲酸反应，由此生成由以下通式表示的另一种钯络合物。复合化合物可用作催化剂，并且可以通过上述反应容易地制备。在上述通式中，Ar 1是芳基; X是氟，氯，溴或碘的卤素，三氟甲磺酸酯基，碳原子数为1-4的烷基磺酸酯基或取代或未取代的芳基磺酸酯基; 每个L独立地是膦配体; Ar 2为芳基。

8. 发明授权

US06268527B1 Method for producing benzoic acid derivatives 失效
标题翻译：苯甲酸衍生物的制备方法
公开(公告)号：US06268527B1
公开(公告)日：2001-07-31
申请号：US09452945
申请日：1999-12-02
申请人： Makoto Koide , Michio Ishida , Yuzuru Morino , Seiji Hasegawa , Satoru Narizuka , Takashi Kume
发明人： Makoto Koide , Michio Ishida , Yuzuru Morino , Seiji Hasegawa , Satoru Narizuka , Takashi Kume
IPC分类号： C07C5110
CPC分类号： C07C51/10 , C07C63/70
摘要： The invention relates to a method for producing a benzoic acid derivative represented by the general formula (1). The method includes the step of reacting an aromatic compound represented by the general formula (2), with carbon monoxide and a hydroxy compound (i.e., water or an alcohol), in the presence of (a) a metal compound containing a metal of 8, 9 and 10 groups of periodic table, (b) a first phosphine derivative represented by the general formula (R1)2P—Q—P(R1)2, and (c) a base, It is possible to easily and efficiently produce the benzoic acid derivative by the method.
摘要翻译：本发明涉及通式（1）表示的苯甲酸衍生物的制造方法。该方法包括在（a）含有金属8的金属化合物的存在下使由通式（2）表示的芳族化合物与一氧化碳和羟基化合物（即水或醇）反应的步骤，9组和10组周期表，（b）由通式（R1）2P-QP（R1）2表示的第一膦衍生物和（c）碱，可以容易且有效地制备苯甲酸衍生的方法。

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