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41. 发明授权

US07368609B2 Optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy- substituted phenyl)alkylamine N-monoalkyl derivatives and process for producing same 有权
标题翻译：光学活性1-（氟，三氟甲基或三氟甲氧基取代的苯基）烷基胺N-单烷基衍生物及其制备方法
公开(公告)号：US07368609B2
公开(公告)日：2008-05-06
申请号：US11705089
申请日：2007-02-12
申请人： Akihiro Ishii , Masatomi Kanai , Yokusu Kuriyama , Manabu Yasumoto , Kenjin Inomiya , Takashi Ootsuka , Koji Ueda
发明人： Akihiro Ishii , Masatomi Kanai , Yokusu Kuriyama , Manabu Yasumoto , Kenjin Inomiya , Takashi Ootsuka , Koji Ueda
IPC分类号： C07C211/00
CPC分类号： C07C209/62 , C07B2200/07 , C07C211/29 , C07C217/58 , C07C249/02 , C07C251/24
摘要： An optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy-substituted phenyl)alkylamine N-monoalkyl derivative represented by the formula 4 is produced by a process including (a) reacting an optically active secondary amine, represented by the formula 1, with an alkylation agent R2—X, in the presence of a base, thereby converting the secondary amine into an optically active tertiary amine represented by the formula 3; and (b) subjecting the tertiary amine to a hydrogenolysis, thereby producing the N-monoalkyl derivative, wherein R represents a fluorine atom, trifluoromethyl group or trifluoromethoxy group, n represents an integer of from 1 to 5, each of R1 and R2 independently represents an alkyl group having a carbon atom number of from 1 to 6, Me represents a methyl group, Ar represents a phenyl group or 1- or 2-naphthyl group, * represents a chiral carbon, and X represents a leaving group.
摘要翻译：由式4表示的光学活性1-（氟 - ，三氟甲基 - 或三氟甲氧基取代的苯基）烷基胺N-单烷基衍生物通过以下方法制备，该方法包括：（a）使由式1表示的光学活性仲胺与式烷基化剂R 2 -X在碱的存在下，由此将仲胺转化成由式3表示的光学活性叔胺; 和（b）使叔胺进行氢解，从而制备N-单烷基衍生物，其中R表示氟原子，三氟甲基或三氟甲氧基，n表示1〜5的整数，R 1 独立地表示碳原子数1〜6的烷基，Me表示甲基，Ar表示苯基或1-或2-萘基， *表示手性碳，X表示离去基团。

42. 发明授权

US07189863B2 Process for producing trifluoromethyl-substituted 2-alkoxyacetophenone derivatives 失效
标题翻译：制备三氟甲基取代的2-烷氧基苯乙酮衍生物的方法
公开(公告)号：US07189863B2
公开(公告)日：2007-03-13
申请号：US11347390
申请日：2006-02-06
申请人： Akihiro Ishii , Masatomi Kanai , Yokusu Kuriyama , Manabu Yasumoto , Kenjin Inomiya , Takashi Ootsuka , Koji Ueda
发明人： Akihiro Ishii , Masatomi Kanai , Yokusu Kuriyama , Manabu Yasumoto , Kenjin Inomiya , Takashi Ootsuka , Koji Ueda
IPC分类号： C07D319/06
CPC分类号： C07D317/22 , C07C43/315 , C07C45/57 , C07C45/59 , C07C45/60 , C07C49/84 , C07D317/16 , C07C49/80
摘要： A process for producing a brominated acetal (represented by the formula 3) includes (a) brominating a trifluoromethyl-substituted acetophenone by Br2 in the presence of an alkylene diol. It is optional to produce a trifluoromethyl-substituted 2-alkoxyacetophenone derivative (represented by the formula 9) by (b) reacting the brominated acetal with a metal alkoxide, thereby converting the brominated acetal into an ether; and (c) hydrolyzing the ether in the presence of an acid catalyst to remove an acetal group from the ether, thereby producing the 2-alkoxyacetophenone derivative. Alternatively, the 2-alkoxyacetophenone can be produced by (a) reacting a trifluoromethyl-substituted phenacyl halide with an acetalization agent, thereby converting the phenacyl halide into an acetal; (b) reacting the acetal with a metal alkoxide, thereby converting the acetal into an ether; and (c) hydrolyzing the ether in the presence of an acid catalyst to remove the acetal group from the ether
摘要翻译：制备溴化缩醛的方法（由式3表示）包括（a）在亚烷基二醇的存在下用Br 2 H 3溴化三氟甲基取代的苯乙酮。（b）使溴化缩醛与金属醇盐反应，从而将溴化缩醛转化成醚，任选地制备三氟甲基取代的2-烷氧基苯乙酮衍生物（由式9表示）和（c）在酸催化剂的存在下水解醚，以从乙醚中除去缩醛基，从而制备2-烷氧基苯乙酮衍生物。或者，2-烷氧基苯乙酮可以通过以下方法制备：（a）使三氟甲基取代的苯甲酰甲基卤化物与缩醛化剂反应，从而将苯甲酰甲酰卤转化成缩醛; （b）使缩醛与金属醇盐反应，从而将缩醛转化成醚; 和（c）在酸催化剂存在下水解该醚，以从乙醚中除去缩醛基

43. 发明申请

US20050171363A1 Process for producing trifluoromethyl- substituted 2- alkoxyacetophenone derivatives 有权
标题翻译：制备三氟甲基取代的2-烷氧基苯乙酮衍生物的方法
公开(公告)号：US20050171363A1
公开(公告)日：2005-08-04
申请号：US10473399
申请日：2003-08-08
申请人： Akihiro Ishii , Masatomi Kanai , Yokusu Kuriyama , Manabu Yasumoto , Kenjin Inomiya , Takashi Ootsuka , Koji Ueda
发明人： Akihiro Ishii , Masatomi Kanai , Yokusu Kuriyama , Manabu Yasumoto , Kenjin Inomiya , Takashi Ootsuka , Koji Ueda
IPC分类号： C07C43/315 , C07C45/57 , C07C45/59 , C07C45/60 , C07C49/84 , C07D317/16 , C07D317/22 , C07D323/02
CPC分类号： C07D317/22 , C07C43/315 , C07C45/57 , C07C45/59 , C07C45/60 , C07C49/84 , C07D317/16 , C07C49/80
摘要： A process for producing a brominated acetal (represented by the formula 3) includes (a) brominating a trifluoromethyl-substituted acetophenone by Br2 in the presence of an alkylene diol. It is optional to produce a trifluoromethyl-substituted 2-alkoxyacetophenone derivative (represented by the formula 9) by (b) reacting the brominated acetal with a metal alkoxide, thereby converting the brominated acetal into an ether; and (c) hydrolyzing the ether in the presence of an acid catalyst to remove an acetal group from the ether, thereby producing the 2-alkoxyacetophenone derivative. Alternatively, the 2-alkoxyacetophenone can be produced by (a) reacting a trifluoromethyl-substituted phenacyl halide with an acetalization agent, thereby converting the phenacyl halide into an acetal; (b) reacting the acetal with a metal alkoxide, thereby converting the acetal into an ether; and (c) hydrolyzing the ether in the presence of an acid catalyst to remove the acetal group from the ether.
摘要翻译：制备溴化缩醛的方法（由式3表示）包括（a）在亚烷基二醇的存在下用Br 2 H 3溴化三氟甲基取代的苯乙酮。（b）使溴化缩醛与金属醇盐反应，从而将溴化缩醛转化成醚，任选地制备三氟甲基取代的2-烷氧基苯乙酮衍生物（由式9表示）和（c）在酸催化剂的存在下水解醚，以从乙醚中除去缩醛基，从而制备2-烷氧基苯乙酮衍生物。或者，2-烷氧基苯乙酮可以通过以下方法制备：（a）使三氟甲基取代的苯甲酰甲基卤化物与缩醛化剂反应，从而将苯甲酰甲酰卤转化成缩醛; （b）使缩醛与金属醇盐反应，从而将缩醛转化成醚; 和（c）在酸催化剂存在下水解该醚，以从乙醚中除去缩醛基。

44. 发明授权

US06833468B2 Process for producing 4,4,4-trifluoro-3-hydroxybutyric acid derivatives 失效
标题翻译：制备4,4,4-三氟-3-羟基丁酸衍生物的方法
公开(公告)号：US06833468B2
公开(公告)日：2004-12-21
申请号：US10202833
申请日：2002-07-26
申请人： Akihiro Ishii , Masatomi Kanai , Takashi Hayami , Katsuyoshi Shibata , Masaki Matsui , Kazumasa Funabiki , Yokusu Kuriyama , Manabu Yasumoto
发明人： Akihiro Ishii , Masatomi Kanai , Takashi Hayami , Katsuyoshi Shibata , Masaki Matsui , Kazumasa Funabiki , Yokusu Kuriyama , Manabu Yasumoto
IPC分类号： C07C6900
CPC分类号： C07C69/675 , C07B2200/07 , C07C29/143 , C07C45/516 , C07C45/78 , C07C45/81 , C07C49/82 , C07C49/84 , C07C31/42
摘要： A first process for producing an optically active perfluoroalklylcarbinol derivative includes (a) reacting an optically active imine with a compound that is a hemiacetal of a perfluoroalkylaldehyde or a hydrate of a perfluoroalkylaldehyde to obtain a condensate; and (b) hydrolyzing the condensate under an acid condition. A second process for increasing optical purity of an optically active 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative includes (a) precipitating a racemic crystal of the derivative, from the derivative; and (b) removing the racemic crystal from the derivative. A third process for increasing optical purity of the butanone derivative includes recrystallizing the derivative. Novel compounds are optically active and inactive 4,4,4-trifluoro-3-hydroxybotanoic aryl ester derivatives. A fourth or fifth process for producing an optically active and inactive 4,4,4-trifluoro-3-hydroxybutyric acid aryl ester derivative includes oxidizing an optically active or optically inactive 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative. A sixth process for increasing optical purity of the optically active aryl ester derivative includes recrystallizing the derivative. A seventh process for producing an optically active 4,4,4-trifluoro-3-butanediol includes reducing the optically active aryl ester derivative by a hydride. An eighth or ninth process for producing an optically active or inactive 4,4,4-trifluoro-3-hydroxybutyric acid alkyl ester derivative includes reacting under an acid condition the optically active or optically inactive aryl ester derivative with a lower alcohol. It is possible to suitably combine at least two of the first to ninth processes.
摘要翻译：制备光学活性全氟烷基甲醇基衍生物的第一种方法包括（a）使光学活性亚胺与全氟烷基醛的半缩醛化合物或全氟烷基醛的水合物反应得到缩合物; 和（b）在酸性条件下水解冷凝物。提高光学活性4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物的光学纯度的第二种方法包括（a）衍生物沉淀衍生物的外消旋晶体; 和（b）从衍生物中除去外消旋晶体。提高丁酮衍生物的光学纯度的第三种方法包括使衍生物重结晶。新型化合物是光学活性和无活性的4,4,4-三氟-3-羟基伯烷基酯衍生物。用于制备光学活性和无活性的4,4,4-三氟-3-羟基丁酸芳基酯衍生物的第四或第五种方法包括将光学活性或光学活性的4,4,4-三氟-3-羟基-1-芳基 -1-丁酮衍生物。提高光学活性芳基酯衍生物的光学纯度的第六种方法包括使衍生物重结晶。制备光学活性4,4,4-三氟-3-丁二醇的第七种方法包括用氢化物还原光学活性芳基酯衍生物。用于制备光学活性或无活性的4,4,4-三氟-3-羟基丁酸烷基酯衍生物的第八或第九方法包括在酸性条件下使光学活性或光学惰性的芳基酯衍生物与低级醇反应。可以适当地组合第一至第九工艺中的至少两个。

45. 发明授权

US06642409B2 Process for producing 4,4,4-trifluoro-3-hydroxybutyric acid derivatives 失效
标题翻译：制备4,4,4-三氟-3-羟基丁酸衍生物的方法
公开(公告)号：US06642409B2
公开(公告)日：2003-11-04
申请号：US09770671
申请日：2001-01-29
申请人： Akihiro Ishii , Masatomi Kanai , Takashi Hayami , Katsuyoshi Shibata , Masaki Matsui , Kazumasa Funabiki , Yokusu Kuriyama , Manabu Yasumoto
发明人： Akihiro Ishii , Masatomi Kanai , Takashi Hayami , Katsuyoshi Shibata , Masaki Matsui , Kazumasa Funabiki , Yokusu Kuriyama , Manabu Yasumoto
IPC分类号： C07C6993
CPC分类号： C07C69/675 , C07B2200/07 , C07C29/143 , C07C45/516 , C07C45/78 , C07C45/81 , C07C49/82 , C07C49/84 , C07C31/42
摘要： A first process for producing an optically active perfluoroalklylcarbinol derivative includes (a) reacting an optically active imine with a compound that is a hemiacetal of a perfluoroalkylaldehyde or a hydrate of a perfinoroalkylaldehyde to obtain a condensate; and (b) hydrolyzing the condensate under an acid condition. A second process for increasing optical purity of an optically active 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative includes (a) precipitating a racemic crystal of the derivative, from the derivative; and (b) removing the racemic crystal from the derivative. A third process for increasing optical purity of the butanone derivative (includes recrystallizing the derivative. Novel compounds are optically active and inactive 4,4,4-trifluoro-3-hydroxybotanoic aryl ester derivatives. A fourth or fifth process for producing an optically active and inactive 4,4,4-trifloro-3-hydroxybutyric acid aryl ester derivative includes oxidizing an optically active or optically inactive 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative. A sixth process for increasing optical purity of the optically active aryl ester derivative includes recrystallizing the derivative. A seventh process for producing an optically active 4,4,4-trifluoro-3-butanediol includes reducing the optically active aryl ester derivative by a hydride. An eighth or ninth process for producing an optically active or inactive 4,4,4-trifluoro-3-hydroxybutyric acid alkyl ester derivative includes reacting under an acid condition the optically active or optically inactive aryl ester derivative with a lower alcohol. It is possible to suitably combine at least two of the first to ninth processes.
摘要翻译：制备光学活性全氟烷基甲醇基衍生物的第一种方法包括（a）使光学活性亚胺与全氟烷基醛的半缩醛化合物或全氟烷基醛的水合物反应得到一种缩合物; 和（b）在酸性条件下水解冷凝物。提高光学活性4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物的光学纯度的第二种方法包括（a）衍生物沉淀衍生物的外消旋晶体; 和（b）从衍生物中除去外消旋晶体。提供丁酮衍生物的光学纯度的第三种方法（包括重结晶衍生物）新型化合物是光学活性和无活性的4,4,4-三氟-3-羟基己酸芳基酯衍生物。第四或第五种光学活性和不活泼的4,4,4-三氟-3-羟基丁酸芳酯衍生物包括氧化光学活性或光学活性的4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物。第六种增加方法光学活性芳基酯衍生物的光学纯度包括使该衍生物重结晶。第四种制备光学活性4,4,4-三氟-3-丁二醇的方法包括用氢化物还原光学活性芳基酯衍生物，第八或第九种方法用于制备光学活性或无活性的4,4,4-三氟-3-羟基丁酸烷基酯衍生物包括在酸性条件下使光学活性或光学惰性的芳基酯衍生物 e与低级酒精。可以适当地组合第一至第九工艺中的至少两个。

46. 发明授权

US08207351B2 Cyclic carbonyl compounds with pendant carbonate groups, preparations thereof, and polymers therefrom 失效
标题翻译：具有侧碳酸酯基团的环状羰基化合物，其制备物及其聚合物
公开(公告)号：US08207351B2
公开(公告)日：2012-06-26
申请号：US12770877
申请日：2010-04-30
申请人： Masaki Fujiwara , James Lupton Hedrick , Daniel Paul Sanders , Manabu Yasumoto
发明人： Masaki Fujiwara , James Lupton Hedrick , Daniel Paul Sanders , Manabu Yasumoto
IPC分类号： C07D263/00
CPC分类号： C07D319/04 , C07D317/36 , C08G64/0233 , C08G64/30 , Y02P20/582
摘要： A one pot method of preparing cyclic carbonyl compounds comprising an active pendant pentafluorophenyl carbonate group is disclosed. The cyclic carbonyl compounds can be polymerized by ring opening methods to form ROP polymers comprising repeat units comprising a side chain pentafluorophenyl carbonate group. Using a suitable nucleophile, the pendant pentafluorophenyl carbonate group can be selectively transformed into a variety of other functional groups before or after the ring opening polymerization.
摘要翻译：公开了一种制备包含活性五氟苯基碳酸酯基团的环状羰基化合物的一锅法。环状羰基化合物可以通过开环方法聚合以形成包含包含侧链五氟苯基碳酸酯基团的重复单元的ROP聚合物。使用合适的亲核试剂，可以在开环聚合之前或之后将五氟苯基碳酸五酯基团选择性地转化成多种其它官能团。

47. 发明申请

US20100305281A1 POLYMERS BEARING PENDANT PENTAFLUOROPHENYL ESTER GROUPS, AND METHODS OF SYNTHESIS AND FUNCTIONALIZATION THEREOF 有权
标题翻译：聚酯树脂，其合成及其功能化方法
公开(公告)号：US20100305281A1
公开(公告)日：2010-12-02
申请号：US12770857
申请日：2010-04-30
申请人： Masaki Fujiwara , James L. Hedrick , Alshakim Nelson , Daniel P. Sanders , Yoshiharu Terui , Manabu Yasumoto
发明人： Masaki Fujiwara , James L. Hedrick , Alshakim Nelson , Daniel P. Sanders , Yoshiharu Terui , Manabu Yasumoto
IPC分类号： C07D319/06 , C08G64/00 , C08F283/02
CPC分类号： C08G64/1633 , C07D319/06 , C08G63/08 , C08G63/64 , C08G64/0233 , C08G64/0241 , C08G64/025 , C08G64/38 , C08G64/42 , C08G2261/126 , Y02P20/582
摘要： A one pot method of preparing cyclic carbonyl compounds comprising an active pendant pentafluorophenyl ester group is disclosed. The cyclic carbonyl compounds can be polymerized by ring opening methods to form ROP polymers comprising repeat units comprising a side chain pentafluorophenyl ester group. Using a suitable nucleophile, the pendant pentafluorophenyl ester group can be selectively transformed into a variety of other functional groups before or after the ring opening polymerization.
摘要翻译：公开了一种制备包含活性五氟苯基酯基团的环状羰基化合物的一锅法。环状羰基化合物可以通过开环方法聚合以形成包含包含侧链五氟苯酯基的重复单元的ROP聚合物。使用合适的亲核试剂，可以在开环聚合前后选择性地将五氟苯基酯基团转变成多种其它官能团。

48. 发明授权

US08410290B2 Cyclic carbonyl compounds with pendant carbonate groups, preparations thereof, and polymers therefrom 失效
公开(公告)号：US08410290B2
公开(公告)日：2013-04-02
申请号：US13491802
申请日：2012-06-08
申请人： Masaki Fujiwara , James Lupton Hedrick , Daniel Paul Sanders , Manabu Yasumoto
发明人： Masaki Fujiwara , James Lupton Hedrick , Daniel Paul Sanders , Manabu Yasumoto
IPC分类号： C07D321/00
CPC分类号： C07D319/04 , C07D317/36 , C08G64/0233 , C08G64/30 , Y02P20/582
摘要： A one pot method of preparing cyclic carbonyl compounds comprising an active pendant pentafluorophenyl carbonate group is disclosed. The cyclic carbonyl compounds can be polymerized by ring opening methods to form ROP polymers comprising repeat units comprising a side chain pentafluorophenyl carbonate group. Using a suitable nucleophile, the pendant pentafluorophenyl carbonate group can be selectively transformed into a variety of other functional groups before or after the ring opening polymerization.

49. 发明授权

US08389746B2 Cyclic carbonyl compounds with pendant carbonate groups, preparations thereof, and polymers therefrom 有权
标题翻译：具有侧碳酸酯基团的环状羰基化合物，其制备物及其聚合物
公开(公告)号：US08389746B2
公开(公告)日：2013-03-05
申请号：US13491847
申请日：2012-06-08
申请人： Masaki Fujiwara , James Lupton Hedrick , Daniel Paul Sanders , Manabu Yasumoto
发明人： Masaki Fujiwara , James Lupton Hedrick , Daniel Paul Sanders , Manabu Yasumoto
IPC分类号： C07D321/00
CPC分类号： C07D319/04 , C07D317/36 , C08G64/0233 , C08G64/30 , Y02P20/582
摘要： A one pot method of preparing cyclic carbonyl compounds comprising an active pendant pentafluorophenyl carbonate group is disclosed. The cyclic carbonyl compounds can be polymerized by ring opening methods to form ROP polymers comprising repeat units comprising a side chain pentafluorophenyl carbonate group. Using a suitable nucleophile, the pendant pentafluorophenyl carbonate group can be selectively transformed into a variety of other functional groups before or after the ring opening polymerization.
摘要翻译：公开了一种制备包含活性五氟苯基碳酸酯基团的环状羰基化合物的一锅法。环状羰基化合物可以通过开环方法聚合以形成包含包含侧链五氟苯基碳酸酯基团的重复单元的ROP聚合物。使用合适的亲核试剂，可以在开环聚合之前或之后将五氟苯基五氟苯基碳酸酯基团选择性地转化成多种其它官能团。

50. 发明申请

US20120245304A1 CYCLIC CARBONYL COMPOUNDS WITH PENDANT CARBONATE GROUPS, PREPARATIONS THEREOF, AND POLYMERS THEREFROM 有权
公开(公告)号：US20120245304A1
公开(公告)日：2012-09-27
申请号：US13491847
申请日：2012-06-08
申请人： Masaki Fujiwara , James L. Hedrick , Daniel P. Sanders , Manabu Yasumoto
发明人： Masaki Fujiwara , James L. Hedrick , Daniel P. Sanders , Manabu Yasumoto
IPC分类号： C08G63/91
CPC分类号： C07D319/04 , C07D317/36 , C08G64/0233 , C08G64/30 , Y02P20/582
摘要： A one pot method of preparing cyclic carbonyl compounds comprising an active pendant pentafluorophenyl carbonate group is disclosed. The cyclic carbonyl compounds can be polymerized by ring opening methods to form ROP polymers comprising repeat units comprising a side chain pentafluorophenyl carbonate group. Using a suitable nucleophile, the pendant pentafluorophenyl carbonate group can be selectively transformed into a variety of other functional groups before or after the ring opening polymerization.

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