175543-24-5

Basic information

• Product Name: 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid ethyl ester
• Synonyms: 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid ethyl ester
• CAS NO: 175543-24-5
• Molecular Weight: 268.183
• Mol File: 175543-24-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid ethyl ester(175543-24-5)
• EPA Substance Registry System: 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid ethyl ester(175543-24-5)

Safety Data

• Hazardous Substances Data: 175543-24-5(Hazardous Substances Data)

Usage

General Description

The chemical 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid ethyl ester is an ethyl ester derivative of 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid. It contains two fluorine atoms, a trifluoromethyl group, and an ethyl ester group attached to a phenylacetic acid backbone. This chemical compound is often used in research and development of pharmaceuticals and agrochemicals due to its potential biological activities and pharmacological properties. It may also be used as a building block in organic synthesis to create novel compounds with specific properties for various applications.

Upstream product

• 110193-60-7 2-(3-Trifluoromethylphenyl)-2-oxoacetic acid ethyl ester 
• 98-16-8 3-trifluoromethylaniline 
• 667-27-6 Ethyl bromodifluoroacetate 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 383-62-0 ethyl 2-chloro-2,2-difluoroacetate 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 

Downstream Products

• 175543-27-8 2,2-difluoro-2-(3-(trifluoromethyl)phenyl)acetic acid 

Relevant articles and documents

Synthetic method of aromatic ring group or aromatic heterocyclic tetrazole

The synthetic method comprises the following steps: (1) reacting 1.0 eq of ArI or HArI with 1.2 eq of ethyl 2, 2-difluoroacetate in the presence of DMSO as a solvent and 4.0 eq of Cu under the protection of nitrogen at 30 DEG C and 50 DEG C, and purifying to obtain a first intermediate compound; (2) dissolving 1.0 eq of the first intermediate compound in a mixed solvent of THF and water, adding 2.0 eq of LiOH, reacting at room temperature for 2 hours, spin-drying the solvent, adding HCl until the pH value is equal to 3, and filtering to obtain a second intermediate compound; and (3) reacting 1.0 eq of the second intermediate compound with 2.0 eq of diphenyl azide phosphate in the presence of 2.5 eq of triethylamine by taking tert-butyl alcohol as a solvent to generate aromatic ring group or aromatic heterocyclic tetrazole. The invention provides a novel synthetic method of aromatic ring group or aromatic heterocyclic tetrazole, wherein a target compound can be more conveniently obtained, and reagents participating in the reaction are low in toxicity, mild in reaction condition, simple and safe in aftertreatment, good in product quality and suitable for large-scale production.

Nickel-catalyzed cross-coupling of functionalized difluoromethyl bromides and chlorides with aryl boronic acids: A general method for difluoroalkylated arenes

Transition-metal-catalyzed difluoroalkylation of aromatics remains challenging despite the importance of difluoroalkylated arenes in medicinal chemistry. Herein, the first successful example of nickel-catalyzed difluoroalkylation of aryl boronic acids is described. The reaction allows access to a variety of functionalized difluoromethyl bromides and chlorides, and paves the way to highly cost-efficient synthesis of a wide range of difluoroalkylated arenes. The notable features of this protocol are its high generality, excellent functional-group compatibility, low-cost nickel-catalyst, and practicality for gram-scale production, thus providing a facile method for applications in drug discovery and development.