5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester

Base Information

• Chemical Name: 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester
• CAS No.: 159693-12-6
• Molecular Formula: C₁₄H₁₀F₅NO₃
• Molecular Weight: 335.23
• Mol file: 159693-12-6.mol

Synonyms:5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester

Chemical Property of 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester

There total 3 articles about 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

ethyl 4,4-difluorobut-2-ynoate (129922-56-1) + N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride (74467-05-3) → 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester (159693-12-6)

Guidance literature:

With sodium hydroxide; In dichloromethane; at -5 - 5 ℃; for 0.25h;

DOI:10.1021/jf00049a040

Reference yield: 76.0%

ethyl 4,4-difluorobut-2-ynoate (129922-56-1) + (Z)-N-hydroxy-4-(trifluoromethyl)benzimidoyl chloride → 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester (159693-12-6) + 4-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-5-isoxazolecarboxylic acid, ethyl ester

Guidance literature:

With triethylamine; In dichloromethane; at 32 - 42 ℃; for 2h;

DOI:10.1002/jhet.5570400404

Reference yield:

4-(trifluoromethyl)benzaldehyde oxime (66046-34-2) → 5-(difluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxylic acid, ethyl ester (159693-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide / dimethylformamide / Ambient temperature

2: 76 percent / 5percent aq. NaOH / CH₂Cl₂ / 0.25 h / -5 - 5 °C

With sodium hydroxide; N-chloro-succinimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jf00049a040

upstream raw materials:

ethyl 4,4-difluorobut-2-ynoate

N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride

4-(trifluoromethyl)benzaldehyde oxime

Downstream raw materials:

5-Difluoromethyl-3-(4-trifluoromethyl-phenyl)-isoxazole-4-carboxylic acid