公开(公告)号：EP1832343A1

公开(公告)日：2007-09-12

申请号：EP05811705.2

申请日：2005-11-29

Applicant: Tosoh F-Tech, Inc.

Inventor： MIMURA, Hideyuki ,  WATANABE, Akio ,  NAGASAKI, Noritaka ,  KAWADA, Kosuke

IPC: B01J23/22 ,  B01J23/28 ,  B01J23/30 ,  C07C45/38 ,  C07C47/14 ,  C07B61/00

CPC classification number: C07C47/14 ,  B01J21/066 ,  B01J23/14 ,  B01J23/18 ,  B01J23/22 ,  B01J23/24 ,  B01J35/1014 ,  B01J35/1019 ,  C07C45/38

Abstract: A catalyst for oxidizing 2,2,2-trifluoroethanol to form trifluoroacetaldehyde. The catalyst has a long life and achieves high conversion and selectivity.
The catalyst of the present invention comprises one or more metal oxides, including at least vanadium oxide, and zirconia as a carrier.

Abstract translation: 用于氧化2,2,2-三氟乙醇以形成三氟乙醛的催化剂。 催化剂寿命长，转化率高，选择性高。 本发明的催化剂包含一种或多种金属氧化物，至少包含氧化钒和氧化锆作为载体。

公开(公告)号：EP1431269A1

公开(公告)日：2004-06-23

申请号：EP01972523.3

申请日：2001-09-27

Applicant: Tosoh F-Tech, Inc.

Inventor： KONDO, Norihisa ,  MIMURA, Hideyuki ,  KAWADA, Kosuke ,  ARAI, Shoji

IPC: C07C67/54 ,  C07C67/58 ,  C07C69/716 ,  C07C69/72 ,  C07C67/307

CPC classification number: C07C67/54 ,  C07C69/716

Abstract: The present invention concerns a method for purifying/separating a 2-fluoro-3-oxoalkylcarboxylic acid ester from a reaction mixture resulting from the fluorination of a 3-oxoalkylcarboxylic acid ester. The method involves depleting the reaction mixture of a hydrogen fluoride byproduct; and subsequently, separating the 2-fluoro-3-oxoalkylcarboxylic acid ester by distillation. The 2-fluoro-3-oxoalkylcarboxylic acid ester obtained by the method of the invention is highly pure and is thus suitable for use as an intermediate for the production of pharmacological products or agricultural chemicals.

Abstract translation: 本发明涉及从由3-氧代烷基羧酸酯的氟化得到的反应混合物中纯化/分离2-氟-3-氧代烷基羧酸酯的方法。 该方法包括消耗氟化氢副产物的反应混合物; 随后通过蒸馏分离2-氟-3-氧代烷基羧酸酯。 通过本发明的方法获得的2-氟-3-氧代烷基羧酸酯是高纯度的，因此适合用作生产药理学产品或农药的中间体。

公开(公告)号：EP1903021A1

公开(公告)日：2008-03-26

申请号：EP06729640.0

申请日：2006-03-22

Applicant: Tosoh F-Tech, Inc.

Inventor： KONDO, Norihisa ,  WATANABE, Akio ,  KANEZAKI, Hiroki ,  KAWADA, Kosuke

IPC: C07C17/16 ,  C07C19/08 ,  C07C23/08 ,  C07C23/38 ,  C07C67/307 ,  C07C69/63 ,  C07C69/65 ,  C07D207/16

CPC classification number: C07C67/307 ,  C07B39/00 ,  C07C17/16 ,  C07C2601/08 ,  C07C2603/74 ,  C07C19/08 ,  C07C23/38 ,  C07C23/08 ,  C07C69/65 ,  C07C69/63

Abstract: The present invention provides a process for producing highly pure fluoro-compounds by making use of less costly and readily handleable N-(2-chloro-1,1,2-trifluoroethyl)diethylamine. The process produces little or no chlorinated by-products.
Specifically the present invention provides a process for producing a fluoro-compound, comprising fluorinating an alcohol derivative represented by the following general formula (1):

        R 1 R 2 R 3 COH     (1)

(wherein R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, aryl group, alkylcarbonyl group, alkoxycarbonyl group, arylcarbonyl group or aryloxycarbonyl group; and R 2 and R 3 are each independently a substituted or unsubstituted alkyl group, aryl group, alkylcarbonyl group, alkoxycarbonyl group, arylcarbonyl group or aryloxycarbonyl group, wherein at least two of R 1 , R 2 and R 3 may together form part of a ring structure, either with or without a heteroatom) with N,N-diethyl-2-chloro-1,1,2-trifluoroethylamine to form a fluoro-compound represented by the following general formula (2):

        R 1 R 2 R 3 CF     (2)

(wherein R 1 , R 2 and R 3 are as defined above), the process being characterized in that an alcohol derivative represented by the following general formula (3):

        R 4 OH     (3)

(wherein R 4 represents a substituted or unsubstituted alkyl group or aryl group) is added to the reaction system.

Abstract translation: 本发明提供了使用成本较低且易于处理的N-（2-氯-1,1,2-三氟乙基）二乙胺制备高纯度氟化合物的方法。 该方法几乎不产生或不产生氯化副产物。 具体地说，本发明提供一种氟化合物的制造方法，其特征在于，含氟化下述通式（1）表示的醇衍生物：ƒ€ƒ€ƒ€ƒ€ƒ€ƒR1 R 2 R 3 COH€ƒ€ƒ€ƒ（1）（其中R 1表示氢原子，取代或未取代的烷基，芳基，烷基羰基，烷氧基羰基，芳基羰基或芳氧基羰基; R 2和R 3各自独立地为取代或未取代的烷基，芳基，烷基羰基，烷氧基羰基，芳基羰基或芳氧基羰基，其中R 1，R 2和R 3中的至少两个可以一起形成环结构的一部分， 或不含杂原子）与N，N-二乙基-2-氯-1,1,2-三氟乙胺反应以形成由以下通式（2）表示的氟化合物：€ƒ€ƒ€ƒ€ƒ€ ƒ€ƒ€ƒR1 R 2 R 3 CF€ƒ€ƒ€ƒ（2）（其中R 1，R 2和R 3为 该方法的特征在于由以下通式（3）表示的醇衍生物：ƒ€ƒ€ƒ€ƒ€ƒ€ƒR4 OH€ƒ€ƒ€ƒ （3）（其中R 4表示取代或未取代的烷基或芳基）加入到反应体系中。

公开(公告)号：EP1403238B1

公开(公告)日：2007-04-04

申请号：EP02738894.1

申请日：2002-07-01

Applicant: Tosoh F-Tech, Inc.

Inventor： MIMURA, Hideyuki ,  KAWADA, Kosuke ,  ARAI, Shoji

IPC: C07C29/124 ,  C07C31/38

CPC classification number: C07C29/124 ,  C07C31/38

Abstract: A process for producing a fluorinated alcohol from a fluoroalkyl halide through a one-stage reaction in high yield with high selectivity without using a highly toxic compound such as a heavy metal compound, which is difficult to handle or treat. The process, which is for producing a fluorinated alcohol represented by the general formula (2): Rf(A)OH (2) (wherein Rf represents C1-10 perfluoroalkyl and A represents a C3-10, linear or branched, saturated hydrocarbon group), is characterized by reacting a fluoroalkyl halide represented by the general formula (1): Rf(A)X (1) (wherein Rf and A are the same as defined above and X represents halogeno) with an alkali metal salt of 4-hydroxybutyric acid in Ϝ-butyrolactone as a solvent.

公开(公告)号：EP1903021B1

公开(公告)日：2015-09-30

申请号：EP06729640.0

申请日：2006-03-22

Applicant: Tosoh F-Tech, Inc.

Inventor： KONDO, Norihisa ,  WATANABE, Akio ,  KANEZAKI, Hiroki ,  KAWADA, Kosuke

IPC: C07C17/16 ,  C07C19/08 ,  C07C23/08 ,  C07C23/38 ,  C07C67/307 ,  C07C69/63 ,  C07C69/65 ,  C07D207/16

CPC classification number: C07C67/307 ,  C07B39/00 ,  C07C17/16 ,  C07C2601/08 ,  C07C2603/74 ,  C07C19/08 ,  C07C23/38 ,  C07C23/08 ,  C07C69/65 ,  C07C69/63

公开(公告)号：EP1362842B1

公开(公告)日：2007-03-14

申请号：EP01272302.9

申请日：2001-12-25

Applicant: Tosoh F-Tech, Inc.

Inventor： KONDO, Norihisa ,  MIMURA, Hideyuki ,  NUKUI, Kazunori ,  KAWADA, Kosuke ,  ARAI, Shoji

IPC: C07C67/307 ,  C07C67/54 ,  C07C67/58 ,  C07C69/72 ,  C07C69/716 ,  C07C69/738

CPC classification number: C07C67/58 ,  C07C67/307 ,  C07C69/738 ,  C07C69/716

Abstract: A process for preparing 2-fluoro-3-oxoalkylcarboxylic acid esters by fluorinating a 3-oxoalkylcarboxylic acid ester with fluorine gas, characterized in that the concentration of the 3-oxoalkylcarboxylic acid ester in the reaction fluid is kept at 3 wt% or above; and a process for purifying 2-fluoro-3- oxoalkylcarboxylic acid esters, characterized by washing a product of fluorination of a 3-oxoalkylcarboxylic acid ester with at least thrice as much water as the substrate to thereby obtain a purified 2-fluoro-3-oxoalkylcarboxylic acid ester in a high yield. According to these processes, high-purity 2-fluoro-3-oxoalkylcarboxylic acid esters useful as intermediates for drugs or agricultural chemicals can be efficiently prepared through inhibition of by-product formation or efficient purification of products of fluorination of 3-oxoalkylcarboxylic acid esters.

Abstract translation: 其特征在于，反应液中的3-氧代烷基羧酸酯的浓度保持在3重量％以上，其特征在于，所述反应液中的3-氧代烷基羧酸酯的浓度为3重量％以上。 和纯化2-氟-3-氧代烷基羧酸酯的方法，其特征在于用至少为底物3倍的水洗涤3-氧代烷基羧酸酯的氟化产物，从而得到纯化的2-氟-3- 氧代烷基羧酸酯。 根据这些方法，通过抑制副产物形成或有效纯化3-氧代烷基羧酸酯的氟化产物，可以有效地制备用作药物或农药中间体的高纯度2-氟-3-氧代烷基羧酸酯。

公开(公告)号：EP1623969A1

公开(公告)日：2006-02-08

申请号：EP04723004.0

申请日：2004-03-24

Applicant: Tosoh F- Tech Inc.

Inventor： TOKUHISA, Kenji ,  MIMURA, Hideyuki ,  KAWADA, Kosuke ,  ARAI, Shoji

IPC: C07C57/54 ,  C07C51/12

CPC classification number: C07C57/54 ,  C07C57/52

Abstract: An α-pentafluoroethyl acrylic acid derivative represented by the general formula [I]:

[wherein R represents a hydrogen atom, a non-substituted or substituted aromatic ring, or a straight or branched alkyl group having 1 to 20 carbon(s) which may have a cyclic moiety optionally substituted with at least one substituent (halogen atom, hydroxyl group, straight or branched alkoxy group having 1 to 10 carbon(s) which may have a cyclic moiety, non-substituted or substituted aromatic group)].

Abstract translation: 由通式[I]表示的α-五氟乙基丙烯酸衍生物：[其中R代表氢原子，未取代或取代的芳族环或具有1至20个碳的直链或支链烷基， 具有任选被至少一个取代基取代的环状部分（卤素原子，羟基，具有1-10个碳原子的可具有环状部分，未取代或取代的芳族基团的直链或支链烷氧基]]。

公开(公告)号：EP1403238A1

公开(公告)日：2004-03-31

申请号：EP02738894.1

申请日：2002-07-01

Applicant: Tosoh F-Tech, Inc.

Inventor： MIMURA, Hideyuki ,  KAWADA, Kosuke ,  ARAI, Shoji

IPC: C07C29/124 ,  C07C31/38

CPC classification number: C07C29/124 ,  C07C31/38

Abstract: A method for producing fluorinated alcohols from fluorinated alkyl halides can produce fluorinated alcohols at high product yield and at high selectivity in a single-step reaction. The method eliminates the need to use heavy metals and other toxic compounds that are difficult to handle or process.
Specifically, the method produces a fluorinated alcohol represented by the following general formula (2):

        Rf(A)OH     (2)

wherein Rf represents a perfluoroalkyl group having 1 to 10 carbon atoms; and A represents a straight-chained or branched saturated hydrocarbon group having 3 to 10 carbon atoms. The method is characterized in that it allows a fluorinated alkyl halide represented by the following general formula (1) to react with an alkali metal salt of 4-hydroxybutyrate in a gamma-butyrolactone solvent:

        Rf(A)X     (1)

wherein Rf and A are as defined above; and X represents a halogen atom.

Abstract translation: 一种制备氟化醇的新方法包括在γ-丁内酯溶剂中使氟代烷基卤化物与4-羟基丁基酸碱金属盐进行一步反应。 制备式R 1> -A-OH（I）的氟化醇的新方法包括使式R 1> -AX（II）的氟代烷基卤化物与γ-羟基丁基酸碱金属盐在γ- 丁内酯溶剂。 R1> 1-10C全氟烷基; A：3-10C饱和烃基; 和X：卤素原子。

公开(公告)号：EP1362842A1

公开(公告)日：2003-11-19

申请号：EP01272302.9

申请日：2001-12-25

Applicant: Tosoh F-Tech, Inc.

Inventor： KONDO, Norihisa ,  MIMURA, Hideyuki ,  NUKUI, Kazunori ,  KAWADA, Kosuke ,  ARAI, Shoji

IPC: C07C67/307 ,  C07C67/54 ,  C07C67/58 ,  C07C69/72 ,  C07C69/716 ,  C07C69/738

CPC classification number: C07C67/58 ,  C07C67/307 ,  C07C69/738 ,  C07C69/716

Abstract: A process for producing a 2-fluoro-3-oxoalkylcarboxylic acid ester by fluorinating 3-oxoalkylcarboxylic acid ester with a fluorine gas is provided. The process is characterized in that the concentration of 3-oxoalkylcarboxylic acid ester in the reaction mixture for fluorination is maintained at 3wt% or higher. Also provided is a process for purifying 2-fluoro-3-oxoalkylcarboxylic acid ester characterized in that 2-fluoro-3-oxoalkylcarboxylic acid ester is produced at high yield and with less impurities by washing fluorinated 3-oxoalkylcarboxylic acid ester with 3 or more times as much water as the amount of reaction mixture. According to the processes of the present invention, not only is the generation of unwanted by-products minimized, but fluorinated
3-oxoalkylcarboxylic acid ester can be purified in an efficient manner. Thus, the present invention permits efficient production of considerably pure 2-fluoro-3-oxoalkylcarboxylic acid ester, a useful intermediate material in the production of various medical and agricultural agents.

Abstract translation: 提供了通过用氟气对3-氧代烷基羧酸酯进行氟化来制备2-氟-3-氧代烷基羧酸酯的方法。 该方法的特征在于，氟化反应混合物中3-氧代烷基羧酸酯的浓度保持在3wt％或更高。 本发明还提供了一种纯化2-氟-3-氧代烷基羧酸酯的方法，其特征在于通过洗涤氟化3-氧代烷基羧酸酯3次或更多次而以高收率和低杂质生产2-氟-3-氧代烷基羧酸酯 尽可能多的水作为反应混合物的量。 根据本发明的方法，不仅可以使不需要的副产物的产生最小化，而且可以以有效的方式纯化氟化3-氧代烷基羧酸酯。 因此，本发明允许有效地生产相当纯的2-氟-3-氧代烷基羧酸酯，这是一种用于生产各种医药和农药的有用中间体材料。