85259-24-1

Upstream product

• 22711-23-5 4-chlorobenzil 
• 124-38-9 carbon dioxide 
• 134-85-0 4-chlorobenzophenone 

Downstream Products

• 15090-61-6 (4-Chloro-phenyl)-hydroxy-phenyl-acetic acid 1-methyl-piperidin-4-yl ester 
• 92435-65-9 <4-Chlor-phenyl>-hydroxy-phenyl-essigsaeure-methylester 
• 85258-77-1 5-(4-Chloro-phenyl)-5-phenyl-thiazolidine-2,4-dione 
• 56290-20-1 phenyl-p-chlorophenyl-chloroacetic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of α-hydroxycarboxylic acids from various aldehydes and ketones by direct electrocarboxylation: A facile, efficient and atom economy protocol

In present work, the formation of α-hydroxycarboxylic acids have been described from various aromatic aldehydes and ketones via direct electrocarboxylation method with 80-92% of yield without any side product and can be purified by simple recrystallization using sacrificial Mg anode and Pt cathode in an undivided cell, CO2at (1 atm) was continuously bubbled in the cell throughout the reaction using tetrapropylammonium chloride as a supporting electrolyte in acetonitrile. The synthesized compounds obtained in fair to excellent yield with a high level of purity. The characterization of electrocarboxylated compounds was done with spectroscopic techniques like IR, NMR (1H & 13C), mass and elemental analysis.

PROCESS FOR THE PREPARATION OF SUBSTITUTED BENZILIC ACID FROM SUBSTITUTED BENZILS

The classical process for the rearrangement of substituted benzil to benzilic acid is performed in the presence of sodium or potassium hydroxide as a base using ethanol-ether as a medium. The reaction requires reflux temperature for complete conversion. However, these bases containing metallic ions and generate metallic containing effluent waste which may require additional expenditure for treatment. Moreover, because of corrosive nature of base, and use of flammable solvent, the safety measures are needed during large scale production. Another method also reported for benzilic acid rearrangement at 380° C. which is practically not feasible. The present invention describes the use of quaternary ammonium hydroxides as a base for the rearrangement of the substituted benzils to benzilc acids. It also avoids the use of solvent and reaction can be carried out at relatively lower temperatures. Because of the solvent free reaction condition it reduces the mass/volume of reaction mixture.

Benzylic Acid Rearrangement in the Solid State

Benzylic acid rearrangements in the solid state were studied and some of them were found to proceed faster than in solution.Although the rearrangement which is initiated by an attack of OH- and then proceeds via radical intermediate was clarified to be similar to that in solution, the effect of alkali metal hydroxide on the rearrangement in the solid state was different from that in solution.

Syntheses of Benzilic Acids through Electrochemical Reductive Carboxylation of Benzophenones in the Presence of Carbon Dioxide

Reaction conditions for the electrochemical synthesis of benzilic acid (2a) under the atmosphere of carbon dioxide was investigated from the preparative points of view.The highest yield of 2a (86percent) was obtained under the following conditions; cathode: mercury, electricity passed: 2.3 F/mol, constant current density: 2.5 mA/cm2, benzophenone (1a) (8.2*10-3 mol), electrolyte(KI, 1.7*10-2 mol) in DNF (50 ml).This method and conditions were applied to the syntheses of twelve benzilic acids (2b-2m) and yielded acids in the range of 10-92percent.The yields were strongly depended on the electronic effect of substituents and benzilic acids were not obtained when the ring substituent was NO2, OH, or Br group.