公开(公告)号：US20030100767A1

公开(公告)日：2003-05-29

申请号：US10202833

申请日：2002-07-26

申请人： CENTRAL GLASS COMPANY, LIMITED

发明人： Akihiro Ishii ,  Masatomi Kanai ,  Takashi Hayami ,  Katsuyoshi Shibata ,  Masaki Matsui ,  Kazumasa Funabiki ,  Yokusu Kuriyama ,  Manabu Yasumoto

IPC分类号： C07D211/84 ,  C07D205/00 ,  C07C045/42

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 perfluoroalkylcarbinol 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-hydroxybutanoic aryl ester derivatives. A fourth process for producing an optically active or optically 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 fifth process for increasing optical purity of the optically active aryl ester derivative includes recrystallizing the derivative. A sixth process for producing an optically active 4,4,4-trifluoro-1,3-butanediol includes reducing the optically active aryl ester derivative by a hydride. A seventh 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 seventh processes.

公开(公告)号：US20030088095A1

公开(公告)日：2003-05-08

申请号：US10212840

申请日：2002-08-07

申请人： CENTRAL GLASS COMPANY, LIMITED

发明人： Akihiro Ishii ,  Masatomi Kanai ,  Takashi Hayami ,  Katsuyoshi Shibata ,  Masaki Matsui ,  Kazumasa Funabiki ,  Yokusu Kuriyama ,  Manabu Yasumoto

IPC分类号： C07D279/12 ,  C07D211/32 ,  C07D241/04 ,  C07C045/00

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 perfluoroalkylcarbinol 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-hydroxybutanoic aryl ester derivatives. A fourth process for producing an optically active or optically 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 fifth process for increasing optical purity of the optically active aryl ester derivative includes recrystallizing the derivative. A sixth process for producing an optically active 4,4,4-trifluoro-1,3-butanediol includes reducing the optically active aryl ester derivative by a hydride. A seventh 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 seventh processes.

摘要翻译： 制备光学活性全氟烷基甲醇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）从衍生物中沉淀出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-羟基丁酸芳酯衍生物。 制备光学活性或光学活性的4,4,4-三氟-3-羟基丁酸芳基酯衍生物的第四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五种方法包括使该衍生物重结晶。 制备光学活性4,4,4-三氟-1,3-丁二醇的第六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七种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七过程中的至少两个。