3,5-bis(trifluoromethyl)benzoylformic acid

Base Information

• Chemical Name: 3,5-bis(trifluoromethyl)benzoylformic acid
• CAS No.: 374794-68-0
• Molecular Formula: C₁₀H₄F₆O₃
• Molecular Weight: 286.13
• Mol file: 374794-68-0.mol

Synonyms:3,5-bis(trifluoromethyl)benzoylformic acid

Chemical Property of 3,5-bis(trifluoromethyl)benzoylformic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-bis(trifluoromethyl)benzoylformic acid

There total 3 articles about 3,5-bis(trifluoromethyl)benzoylformic acid 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: 65.0%

carbon dioxide (124-38-9,18923-20-1) + 3,5-bis-trifluoromethylbenzoic acid ethyl ester (96617-71-9) → 3,5-bis(trifluoromethyl)benzoylformic acid (374794-68-0)

Guidance literature:

With chloro-trimethyl-silane; magnesium; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2016.12.001

Reference yield:

ethyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-oxoacetate (402568-10-9) → 3,5-bis(trifluoromethyl)benzoylformic acid (374794-68-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(02)00099-9

Reference yield:

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → 3,5-bis(trifluoromethyl)benzoylformic acid (374794-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Mg / diethyl ether

1.2: diethyl ether / -78 °C

2.1: aq. NaOH / tetrahydrofuran

With sodium hydroxide; magnesium; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0960-894X(02)00099-9

upstream raw materials:

ethyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-oxoacetate

3,6-bis(trifluoromethyl)bromobenzene

carbon dioxide

3,5-bis-trifluoromethylbenzoic acid ethyl ester

Downstream raw materials:

2-(3,5-bis(trifluoromethyl)phenyl)-N-(3-(N,N-dimethylaminocarbonylphenyl))-2-oxoacetamide

3-(3,5-bis(trifluoromethyl)phenyl)-3-hydroxy-1-methylindolin-2-one

2-(3,5-bis(trifluoromethyl)phenyl)-N-(2-chlorophenyl)-N-methyl-2-oxoacetamide

Refernces

• 1、 Shirai, Tomohiko,Ito, Hajime,Yamamoto, Yasunori. "Cationic Ir/Me-BIPAM-catalyzed asymmetric intramolecular direct hydroarylation of α-ketoamides". supporting information. p. 2658 - 2661. Retrieved 2014/03/21.