205865-67-4

Usage

Uses

Used in Organic Synthesis:
ETHYL TRIMETHYLSILYLDIFLUOROACETATE is used as a reagent for difluoromethylation and difluoromethylenation reactions in organic synthesis. Its difluoromethyl group can be selectively introduced into various organic compounds, providing a versatile tool for the synthesis of a wide range of difluoromethylated compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL TRIMETHYLSILYLDIFLUOROACETATE is used as a key intermediate in the synthesis of difluoromethyl-containing drugs. The difluoromethyl group is known to impart unique biological properties to the resulting compounds, making them potential candidates for the treatment of various diseases.
Used in Agrochemical Industry:
ETHYL TRIMETHYLSILYLDIFLUOROACETATE is also used in the agrochemical industry for the synthesis of difluoromethyl-containing pesticides and herbicides. The introduction of the difluoromethyl group can enhance the biological activity and selectivity of these agrochemicals, leading to more effective and environmentally friendly products.
Overall, ETHYL TRIMETHYLSILYLDIFLUOROACETATE is a valuable reagent in various fields, including organic synthesis, pharmaceuticals, and agrochemicals, due to its ability to introduce the difluoromethyl group into organic compounds.

InChI:InChI=1S/C7H14F2O2Si/c1-5-11-6(10)7(8,9)12(2,3)4/h5H2,1-4H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 383-63-1 ethyl trifluoroacetate, 
• 667-27-6 Ethyl bromodifluoroacetate 
• 383-62-0 ethyl 2-chloro-2,2-difluoroacetate 

Downstream Products

• 114701-62-1 ethyl 2,2-difluoro-3-oxo-3-phenylpropanoate 
• 915093-13-9 ethyl 2,2-difluoro-3-phenyl-3-(phenylamino)propionate 
• 454-31-9 ethyl difluoroacetate 
• 53986-95-1 N-benzylidene-α-(trimethylsilyl)benzylamine 
• 243656-25-9 2,2-difluoro-2-(4-nitrophenyl)acetic acid ethyl ester 
• 294181-97-8 2,2-difluoro-2-(quinolin-2-yl)acetic acid ethyl ester 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 1335290-31-7 ethyl 2-(2-cyanophenyl)-2,2-difluoroacetate 
• 1004305-97-8 2-(4-bromophenyl)-2,2-difluoroacetic acid ethyl ester 
• 1249788-93-9 2-(3-cyanophenyl)-2,2-difluoro acetic acid ethyl ester 
• 854778-10-2 2-(4-cyanophenyl)-2,2-difluoroacetic acid ethyl ester 
• 1285101-00-9 ethyl 2-(4-ethoxyphenyl)-2,2-difluoroacetate 
• 73789-98-7 2-([1,1'-biphenyl]-4-yl)-2,2-difluoroacetic acid ethyl ester 
• 924312-34-5 4-(2-ethoxy-1,1-difluoro-2-oxoethyl)benzoic acid ethyl ester 

Relevant academic research and scientific papers

Defluorinative silylation toward a selective preparation of α-trimethylsilyl-α,α-difluoroacetates from trifluoroacetates

Electrochemical reduction of n-hexyl trifluoroacetate 1a in MeCN, involving Bu4NBr, TMSCl, and Et3N using an H-type divided cell equipped with carbon plate as an anode and lead plate as a cathode at 50°C, provided n-hexyl α-trimethyl

[[(Ethoxycarbonyl)difluoromethyl]thio]phthalimide: A Shelf-Stable, Electrophilic Reagent with a Convertible Group for the Synthesis of Diversified Fluoroalkylthiolated Compounds

A shelf-stable and easily convertible reagent for the preparation of diversified fluoroalkylthiolated compounds, [[(ethoxycarbonyl)difluoromethyl]thio]phthalimide, was developed. [[(Ethoxycarbonyl)difluoromethyl]thio]phthalimide is an efficient electrophilic fluoroallylthiolating reagent that reacted with electron-rich heteroarenes/arenes, β-ketoesters, oxindoles, benzofuranones, and thiols. More importantly, the ethoxycarbonyl group of the resulting fluoroalkylthiolated compounds could be easily converted into various other functional groups such as chloride, alkynyl, hydrocarbonyl, carbomoyl, hydromethyl, or heteroaryl groups.

Manufacturing method of making heteroarylacetic compd. defluoromethyl

PROBLEM TO BE SOLVED: To provide a method for easily producing a difluoromethyl heteroaryl compound with high yield at low cost. SOLUTION: In the method for producing the difluoro methyl heteroaryl compound, a halogenated heteroaryl compound and a α-silyldifluoro acetate ester compound are reacted with each other in the presence of a metal halogenated compound. COPYRIGHT: (C)2012,JPOandINPIT

Method of manufacturing arom. defluoromethyl compd.

PROBLEM TO BE SOLVED: To provide a method for easily producing an aromatic compound having a difluoromethyl group in high yield while using a reagent having low toxicity. SOLUTION: The method for producing the aromatic difluoromethyl compound includes reacting an aromatic difluoroacetic acid in the presence of a metal halide (especially potassium fluoride). COPYRIGHT: (C)2011,JPOandINPIT

Nucleophilic fluoroalkylation of (bromomethyl)pinacolborane using silicon reagents

A method for the synthesis of pinacol boronic esters bearing a fluorinated group at the a-carbon atom (RfCH2Bpin) from corresponding bromomethyl borane (BrCH2Bpin) and fluorinated silanes (RfSiMe3) is described. The fluoroalkylation reaction involves formation of borate anions followed by intramolecular nucleophilic substitution of bromine.

Defluorination-silylation of alkyl trifluoroacetates to 2,2-difluoro-2-(trimethylsilyl)acetates by copper-deposited magnesium and trimethylsilyl chloride

Reductive defluorination-silylation of alkyl trifluoroacetates with copper-deposited magnesium and trimethylsilyl chloride (TMS-Cl) gave 2,2-difluoro-2-(trimethylsilyl)acetates, potential difluoromethylene building blocks, in 60-68% yields.

METHOD FOR PRODUCING AROMATIC DIFLUOROACETIC ACID ESTER

Disclosed is a method for producing a compound having a difluoromethylene group at an even lower cost and with excellent yield. The production method of the present invention is a method for producing an aromatic difluoroacetic acid ester, which comprises reacting an iodobenzene containing an electro attracting group and an α-silyl difluoroacetic acid ester in the presence of a metal halide.

A new method for aromatic difluoromethylation: Copper-catalyzed cross-coupling and decarboxylation sequence from aryl iodides

A new methodology for aromatic difluoromethylation is described. Aryl iodides reacted with α-silyldifluoroacetates upon treatment with copper catalyst in DMSO or DME to give the corresponding aryldifluoroacetates in moderate to good yields. The subsequent hydrolysis of aryldifluoroacetates and KF-promoted decarboxylation afforded a variety of difluoromethyl aromatics.

Non-defluorinative electrochemical silylation of ethyl trifluoroacetate: A practical synthesis of trifluoroacetyltrimethylsilane via its ethyltrimethylsilyl ketal

An efficient method for the preparation of original trifluoroacetyltrimethylsilane, CF3COSiMe3 (3), in two steps from readily available ethyl trifluoroacetate is described. Electrochemical reduction of this ester using a sacrificial anode and performed on a semimolar scale afforded the unprecedented corresponding ketal, CF3C(SiMe3)(OSiMe3)OEt (2) in 30-56% isolated yield. Treated with concentrated sulphuric acid at room temperature, the latter directly led to pure acylsilane 3 in 86% yield.

Molar scale electrosynthesis of ethyl-2,2-difluoro-2-trimethylsilylacetate, a difluoromethylene building block precursor

Ethyl-2,2-difluoro-2-trimethylsilylacetate has been prepared by electrolysis of ethyl-2-chloro-2,2-difluoroacetate in one step, at a molar scale, in the presence of a large excess of chlorotrimethylsilane. The transfer of the ethyl-2,2-difluoroacetate moiety to various electrophiles has been achieved. (C) 2000 Elsevier Science Ltd.