公开(公告)号：US20150329455A1

公开(公告)日：2015-11-19

申请号：US14761774

申请日：2014-01-23

申请人： CENTRAL GLASS COMPANY, LIMITED

发明人： Takashi OOTSUKA ,  Mari IMAMURA ,  Akihiro ISHII ,  Koji UEDA ,  Shunsuke MIMURA

IPC分类号： C07C45/41

CPC分类号： C07C45/41 ,  Y02P20/582 ,  C07C47/14

摘要： A production method of α,α-difluoroacetaldehyde according to the present invention includes reaction of an α,α-difluoroacetic acid ester with hydrogen gas (H2) in the presence of a ruthenium catalyst. It is possible to selectively obtain α,α-difluoroacetaldehyde as a partially reduced product of the hydrogenation reaction by the adoption of specific reaction conditions (in particular, reaction solvent and reaction temperature). This hydrogenation process can be alternative to the industrially unpractical hydride reduction process.

摘要翻译： 根据本发明的α，α-二氟乙醛的制备方法包括在钌催化剂存在下α，α-二氟乙酸酯与氢气（H 2）的反应。 通过采用特定的反应条件（特别是反应溶剂和反应温度），可以选择性地获得α，α-二氟乙醛作为氢化反应的部分还原产物。 该氢化方法可以替代工业上不实际的氢化物还原方法。

公开(公告)号：US20190389831A1

公开(公告)日：2019-12-26

申请号：US16562214

申请日：2019-09-05

申请人： Central Glass Company, Limited

发明人： Takashi KASHIWABA ,  Takako YAMAZAKI ,  Shoko ISHII ,  Shunsuke MIMURA ,  Masanori FUSHIMI ,  Ryuichi OKAMOTO ,  Haruki KOBAYASHI ,  Manabu YASUMOTO

IPC分类号： C07D327/10 ,  C07C211/27 ,  C07C67/08 ,  C07C69/74 ,  C07C67/52 ,  C07C67/343

摘要： The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing diol compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

公开(公告)号：US20180186763A1

公开(公告)日：2018-07-05

申请号：US15741020

申请日：2016-06-24

申请人： CENTRAL GLASS COMPANY, LIMITED

发明人： Takashi KASHIWABA ,  Takako YAMAZAKI ,  Shoko ISHII ,  Shunsuke MIMURA ,  Masanori FUSHIMI ,  Ryuichi OKAMOTO ,  Haruki KOBAYASHI ,  Manabu YASUMOTO

IPC分类号： C07D327/10 ,  C07C67/343 ,  C07C67/52 ,  C07C69/74 ,  C07C211/27 ,  C07C67/08

CPC分类号： C07D327/10 ,  C07B57/00 ,  C07C67/08 ,  C07C67/313 ,  C07C67/343 ,  C07C67/52 ,  C07C69/74 ,  C07C211/27 ,  C07C2601/02

摘要： The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

公开(公告)号：US20160340284A1

公开(公告)日：2016-11-24

申请号：US15227628

申请日：2016-08-03

申请人： Central Glass Company, Limited

发明人： Takashi OOTSUKA ,  Mari IMAMURA ,  Akihiro ISHII ,  Koji UEDA ,  Shunsuke MIMURA

IPC分类号： C07C45/41

CPC分类号： C07C45/41 ,  Y02P20/582 ,  C07C47/14

摘要： A production method of α,α-difluoroacetaldehyde according to the present invention includes reaction of an α,α-difluoroacetic acid ester with hydrogen gas (H2) in the presence of a ruthenium catalyst. It is possible to selectively obtain α,α-difluoroacetaldehyde as a partially reduced product of the hydrogenation reaction by the adoption of specific reaction conditions (in particular, reaction solvent and reaction temperature). This hydrogenation process can be alternative to the industrially unpractical hydride reduction process.

公开(公告)号：US20160075626A1

公开(公告)日：2016-03-17

申请号：US14783706

申请日：2014-04-02

申请人： CENTRAL GLASS COMPANY, LIMITED

发明人： Takashi OOTSUKA ,  Takashi MASUDA ,  Akihiro ISHII ,  Mari IMAMURA ,  Shunsuke MIMURA ,  Masato KIMURA ,  Hiroshi MINESAKI

IPC分类号： C07C45/26 ,  C07C43/178 ,  C07C33/42

CPC分类号： C07C45/26 ,  C07C33/426 ,  C07C43/1786 ,  C07C45/45 ,  C07C49/167 ,  C07C49/227

摘要： A production method of a 1,1,1,5,5,5-hexafluoroacetylacetone hydrate according to the present invention includes: step 1: step 1: obtaining a reaction mixture that contains at least 1,1,1,5,5,5-hexafluoro-3-pentyn-2-one or an equivalent thereof by reaction of a 3,3,3-trifluoropropynyl metal with a trifluoroacetate; and step 2: forming the 1,1,1,5,5,5-hexafluoroacetylacetone hydrate by contact of the reaction mixture obtained in the step 1 with water in the presence of an acid. It is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone by dehydration of the thus-formed hydrate. Thus, the production method according to the present invention is industrially applicable.

摘要翻译： 根据本发明的1,1,1,5,5,5-六氟乙酰丙酮水合物的制备方法包括：步骤1：步骤1：获得含有至少1,1,1,5,5， 通过3,3,3-三氟丙炔基金属与三氟乙酸盐的反应可以得到5-六氟-3-戊炔-2-酮或其等同物; 和步骤2：通过在步骤1中获得的反应混合物与水在酸的存在下接触形成1,1,1,5,5,5-六氟乙酰丙酮水合物。 可以通过如此形成的水合物的脱水制备1,1,1,5,5,5-六氟乙酰丙酮。 因此，本发明的制造方法在工业上是适用的。