74569-27-0

Basic information

• Product Name: Ethyl 4-chloro-α-fluorophenylacetate
• Synonyms: Ethyl 4-chloro-α-fluorophenylacetate
• CAS NO: 74569-27-0
• Molecular Weight: 216.64
• Mol File: 74569-27-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Ethyl 4-chloro-α-fluorophenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-chloro-α-fluorophenylacetate(74569-27-0)
• EPA Substance Registry System: Ethyl 4-chloro-α-fluorophenylacetate(74569-27-0)

Safety Data

• Hazardous Substances Data: 74569-27-0(Hazardous Substances Data)

Upstream product

• 14062-24-9 4-chloro-benzeneacetic acid, ethyl ester 
• 1878-66-6 4-chlorophenylacetic Acid 
• 7138-34-3 p-chloromandelic acid 
• 106-39-8 bromochlorobenzene 
• 401-56-9 ethyl chlorofluoroacetate 
• 19202-19-8 2-(4-chlorophenyl)-1-(pyrrolidin-1-yl)-ethanone 
• 64-17-5 ethanol 
• 401-55-8 ethyl bromofluoroacetate 
• 21700-74-3 (p-chlorophenyl)triethoxysilane 
• 1679-18-1 4-Chlorophenylboronic acid 
• 13511-29-0 ethyl 2-(4-chlorophenyl)-2-hydroxyacetate 
• 7519-91-7 tris(4-chlorophenyl)boroxine 
• 100701-49-3 3-ethoxy-2-fluoro-3-oxopropionic acid 

Downstream Products

• 74569-28-1 ethyl α-fluoro-α-isopropyl-4-chlorophenylacetate 
• 853680-28-1 2-(4-chlorophenyl)-2-fluoro-pentanedioic acid 1-ethyl ester 

Relevant articles and documents

Copper-Mediated Synthesis of Monofluoro Aryl Acetates via Decarboxylative Cross-Coupling

We report the Cu-promoted oxidative cross-coupling of α-fluoromalonate half-esters and aryl boron reagents to deliver mono-fluoro α-aryl acetates under mild conditions (in air at room temperature). The reaction uses a simple, readily available monofluorinated building block to generate arylated compounds with functional groups that are not easily tolerated by existing methods, such as aryl bromides, iodides, pyridines, and pyrimidines.

Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides

A combinatorial nickel-catalyzed monofluoroalkylation of aryl bromides with the industrial raw regent ethyl chlorofluoroacetate has been developed. The two key factors to successful conversion are the combination of nickel with readily available nitrogen and phosphine ligands and the using of a mixture of different solvents. Mechanistic investigations indicated a new zinc regent might generated in situ and be involved in the reaction process.

Nickel-catalyzed monofluoromethylation of aryl boronic acids

Aryl boronic acids can be monofluoromethylated under nickel catalysis. The utility of this method is demonstrated by the monofluoromethylation of a borylated and acyl-protected derivative of the statin drug ezetimibe. Mechanistic investigations indicate that a fluoromethyl radical is involved in the NiI/NiIII catalytic cycle.