2925-22-6

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 4007, 1984 DOI: 10.1021/jo00195a025

Upstream product

• 381-72-6 difluoroacetyl chloride 
• 401-67-2 2,2-difluoroacetic anhydride 
• 2838-02-0 difluoro-acetic acid ; mercury (II)-salt 
• 381-73-7 Difluoroacetic acid 
• 75-38-7 Vinylidene fluoride 
• 152239-92-4 C₃HClF₆O 
• 152239-93-5 C₃HCl₂F₅O 
• 425-88-7 1,1,2,2-tetrafluoro-1-methoxyethane 
• 79-38-9 Chlorotrifluoroethylene 
• 152239-89-9 C₃HClF₆O 
• 79-53-8 chloropentafluoroacetone 
• 920-64-9 1-chloro-1,1,3,3-tetrafluoroacetone 
• 72844-39-4 Difluoro-acetic acid 2-chloro-1,1-difluoro-ethyl ester 
• 115611-57-9 (1,1,2,2-Tetrafluoro-ethoxymethyl)-benzene 

Downstream Products

• 141573-95-7 ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 
• 176969-34-9 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid 
• 359-13-7 difluoroethanol 
• 1300698-74-1 2,2-difluoroethyl 2,2-difluoroacetate 
• 381-73-7 Difluoroacetic acid 
• 455-31-2 difluoromethylbenzene 
• 55805-10-2 4-cyano-1-difluoromethylbenzene 
• 26132-51-4 4-fluoro-α,α-difluorotoluene 
• 934738-22-4 1-(difluoromethyl)-4-(trifluoromethoxy)benzene 
• 1214379-64-2 C₇H₄F₄ 
• 2251-82-3 1-(difluoromethyl)-4-(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Synthesis of Halogenated Esters of Fluorinated Carboxylic Acids by the Regio- and Stereospecific Addition of Acyl Hypochlorites to Olefins

Addition reactions of the fluorinated acyl hypochlorites CF3CO2Cl, C2F5CO2Cl, n-C3F7CO2Cl, ClCF2CO2Cl, and HCF2CO2Cl with CF2=CF2 and CF2=CH2 form the respective esters in varying yields.The reactions are regiospecific with CF2=CH2.Additional reactions of CF3CO2Cl with CF2=CFCl, CF2=CCl2, CH2=CH2, and cis- and trans-CFH=CFH further illustrate the potential of the acyl hypochlorites for the synthesis of a variety of esters.In addition, the latter reactions provide further examples of the regiospecificity of these additions and two examples of their stereospecificity.A concerted cis addition is proposed.The new esters exhibit excellent thermal stability, but are unstable in the presence of KF.

Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis

This Article describes the development of a decarbonylative Pd-catalyzed aryl-fluoroalkyl bond-forming reaction that couples fluoroalkylcarboxylic acid-derived electrophiles [RFC(O)X] with aryl organometallics (Ar-M′). This reaction was optimized by interrogating the individual steps of the catalytic cycle (oxidative addition, carbonyl de-insertion, transmetalation, and reductive elimination) to identify a compatible pair of coupling partners and an appropriate Pd catalyst. These stoichiometric organometallic studies revealed several critical elements for reaction design. First, uncatalyzed background reactions between RFC(O)X and Ar-M′ can be avoided by using M′ = boronate ester. Second, carbonyl de-insertion and Ar-RF reductive elimination are the two slowest steps of the catalytic cycle when RF = CF3. Both steps are dramatically accelerated upon changing to RF = CHF2. Computational studies reveal that a favorable F2C-H - -X interaction contributes to accelerating carbonyl de-insertion in this system. Finally, transmetalation is slow with X = difluoroacetate but fast with X = F. Ultimately, these studies enabled the development of an (SPhos)Pd-catalyzed decarbonylative difluoromethylation of aryl neopentylglycol boronate esters with difluoroacetyl fluoride.

Synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene butyrate

The invention relates to a synthetic method of ethyl 4, 4-difluoro-3-oxo-2-piperidine-1-methylene butyrate. The synthetic method comprises the following steps: 1, carrying out a condensation reactionon difluoroacetyl fluoride and 3-(1-piperidyl)-ethyl acrylate to generate 4, 4-difluoro-3-oxo-2-piperidine-1-yl methylene ethyl butyrate and hydrogen fluoride, and 2, carrying out a reaction on the hydrogen fluoride generated in the step 1 and trichloroethylene under the action of a fluorination catalyst to generate trifluoroethylene and hydrogen chloride, and 3, reacting the trifluoroethylene generated in the step 2 with oxygen under the action of a complex catalyst to generate difluoroacetyl fluoride, and recycling the difluoroacetyl fluoride generated in the step 3 as a reactant in the step1. According to the synthetic method of the ethyl 4, 4-difluoro-3oxo-2-piperidine-1-methylene butyrate, the raw materials are simple and easy to obtain, the atom utilization rate is high, and the production safety is high.

Synthetic method of difluoroacetyl fluoride

The invention relates to a synthesis method of difluoroacetyl fluoride, which comprises the following steps: 1. reacting trichloroethylene with oxygen under the catalytic action of trialkyl boron shown in the formula I to generate dichloroacetyl chloride, and 2. reacting dichloroacetyl chloride with inorganic fluoride shown in the formula II under the action of a catalyst to generate difluoroacetyl fluoride. According to the synthetic method of difluoroacetyl fluoride, the raw materials are simple and easy to obtain, high-temperature reaction is not needed, and the yield is high.

METHOD FOR THE PREPARATION OF 3-FLUOROALKYL-1-METHYLPYRAZOL-4-CARBOXYLIC ACID

The present invention relates to method for the preparation of 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid, wherein it comprises the following steps: step 1, fluoroacetyl fluoride derivative shown in Formula I undergoes condensation with dimethylamino vinyl methyl ketone, as a result, 3-dimethylamino methylene-fluoro-2,4-pentanedione derivative shown in Formula II is formed; step 2, ring closing reaction takes place between said 3-dimethylamino methylene-fluoro-2,4-pentanedione shown in Formula II and methylhydrazine, in this way, 3-fluoroalkyl-1-methyl-4-acetyl pyrazol derivative shown in Formula III is obtained; step 3, the said 3-fluoroalkyl-1-methyl-4-acetyl pyrazol derivative shown in Formula III is oxidized in the presence of alkali, and then acidified, in this way, 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid shown in Formula IV is formed. Preparing method of present invention, wherein the required preparing route is simple, the raw material cost is low, the resulting yield of each step is high, and it is suitable for industrialization.

Preparation method of 2,2-difluoroacetyl fluoride and derivative thereof

The invention belongs to the field of fluorine chemical industry and particularly relates to a preparation method of 2,2-difluoroacetyl fluoride and a derivative thereof. The preparation method takes 1,1,2,2-tetrafluoroethyl ethyl ether as a raw material, and the raw material reacts under the action of a catalyst to prepare the product. The catalyst is prepared by adopting a method comprising the following steps: taking rare-earth metal oxide as a raw material and activating at high temperature; and introducing CHF2Cl and reacting. The preparation method takes the 1,1,2,2-tetrafluoroethyl ethyl ether as the raw material, and the 1,1,2,2-tetrafluoroethyl ethyl ether has oxidization reaction under the action of the catalyst at 140 DEG C to 160 DEG C to generate acyl fluoride; and the preparation method has simple and safe production steps and short reaction time.

New process for preparing pyrazole carboxylic acid derivatives

The present invention relates to a method for preparing a pyrazole carboxylic acid derivative. More particularly, the present invention relates to a novel method for preparing 1-alkyl-3-haloalkyl pyrazole-4-carboxylic acid represented by chemical formula (I) and useful for an intermediate for the preparation of a pyrazole carboxanilide-based sterilizing agent. In chemical formula (I), R_1 represents a C1-C3 lower alkyl group, R_2 represents any one of CHF_2, CF_3, CHCl_2 and CCl_2.COPYRIGHT KIPO 2017

A process for preparing pirazole carbaldehyde compounds

The present invention relates to a method for preparing pirazole carbaldehyde compounds and, more specifically, to a novel method for preparing 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde and 3-(trifluoromethyl)-1-methyl-1-H-pyrazole-4-carbaldehyde which are useful as intermediates for producing pyrazole carboxanilide disinfectants such as isopyrazam, sedaxane, bixafen, etc. According to the present invention, production costs of pyrazole carboxanilide disinfectants can be reduced.COPYRIGHT KIPO 2017

Synthesizing method for ethyl difluoroacetate

The invention relates to a synthesizing method, in particular to a synthesizing method for ethyl difluoroacetate, and aims at solving the problems that an existing synthesizing method for the ethyl difluoroacetate is complex in technological process, low in safety and high in preparation cost. The synthesizing method comprises the steps that 1, a catalyst is prepared, wherein a tubular reactor is filled with Al2O3 powder with the certain particle size meshes, it is guaranteed that the height of the Al2O3 powder is in a heating area of the tubular furnace, the temperature is increased to 250 DEG C-300 DEG C under nitrogen protection and kept for 12 h, CHaFbClc gas is continuously and slowly introduced for a reaction, the reaction temperature is set at 250 DEG C-300 DEG C, and the reaction time is set for 12 h; 2, 1,1,2,2-tetrafluoroethyl ethylether is taken as raw materials for a reaction under the conditions of the certain temperature and the catalyst, and an intermediate does not need to be separated and is directly collected through condenser to be converted into ethyl ester. The method belongs to the field of chemical engineering.

Method for Producing Difluoroacetyl Chloride

A production method of difluoroacetyl chloride according to the present invention includes a chlorination step of bringing a raw material containing at least either a 1-alkoxy-1,1,2,2-tetrafluoroethane or difluoroacetyl chloride into contact with calcium chloride at a reaction enabling temperature. A production method of 2,2-difluoroethyl alcohol according to the present invention includes a catalytic reduction step of causing catalytic reduction of the difluoroacetyl chloride obtained by the above production method. By these methods, the difluoroacetyl fluoride can be efficiently converted to the difluoroacetyl chloride and to the 2,2-difluoroethyl alcohol.