4445-13-0

Usage

General Description

2-(4-Chlorophenyl)-2-hydroxypropionic acid, also known as ibuprofen, is a nonsteroidal anti-inflammatory drug (NSAID) commonly used to reduce pain, inflammation, and fever. It works by inhibiting the formation of prostaglandins, which are chemicals in the body that cause pain and inflammation. Ibuprofen is often used to alleviate symptoms associated with conditions such as arthritis, menstrual cramps, and minor injuries. It is available over-the-counter and in prescription-strength formulations, and is generally well tolerated by most individuals when taken at recommended doses. However, like all medications, ibuprofen can have potential side effects and interactions with other drugs, so it is important to use it under the guidance of a healthcare professional.

Upstream product

• 127-17-3 2-oxo-propionic acid 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 67-66-3 chloroform 
• 99-91-2 para-chloroacetophenone 
• 75-69-4 trichlorofluoromethane 
• 917-64-6 methyl magnesium iodide 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 53066-09-4 2-hydroxy-2-(4-chlorophenyl)-propanenitrile 
• 102877-35-0 2-(4-chlorophenyl)-propane-1,2-diol 
• 124-38-9 carbon dioxide 

Downstream Products

• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 162405-17-6 N-tert-Butoxy-2-(4-chlorphenyl)-2-hydroxypropanamid 
• 282721-24-8 2-(4-chlorophenyl)-2-hydroxy-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]propionamide 

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.

Stereospecific decarboxylative allylation of sulfones

Allyl sulfonylacetic esters undergo highly stereospecific, palladium-catalyzed decarboxylative allylation. The reaction allows the stereospecific formation of tertiary homoallylic sulfones in high yield. In contrast to related reactions that proceed at -100 °C and require highly basic preformed organometallics, the decarboxylative coupling described herein occurs under mild nonbasic conditions and requires no stoichiometric additives. Allylation of the intermediate α-sulfonyl anion is more rapid than racemization, leading to a highly enantiospecific process. Density functional theory calculations indicate that the barrier for racemization is 9.9 kcal/mol, so the barrier for allylation must be 9.9 kcal/mol.

Facile one-pot preparation of 2-arylpropionic and arylacetic acids from cyanohydrins by treatment with aqueous HI

A novel one-pot two-step procedure has been developed to synthesize highly substituted 2-arylpropionic and arylacetic acids, by treatment with aqueous HI, from cyanohydrins. The hydrogenolytic reduction of α-hydroxy-2-arylpropionic acids was the key step of the process and the optimization of the reaction conditions led to identify aqueous HI as an appropriate and selective reagent for the reductive deoxygenation of cyanohydrins. The synthetic route described a general and efficient strategy for the preparation of large libraries of phenylacetic and phenylpropionic acids derivatives.

Enhancing selectivity in oxidation catalysis with sol-gel nanocomposites

Valuable organic compounds such as α-hydroxy acids are easily synthesised with relevant selectivity enhancement using a sol-gel hydrophobized nanostructured silica matrix doped with the organocatalyst TEMPO: A materials science based synthetic route which cannot be achieved via classical homogeneous synthesis. The Royal Society of Chemistry 2005.

Synthesis and properties of 3-alkylsubstituted 1-alkoxy(hydroxy)indolin-2-ones

N-alkoxy-2-aryl-2-hydroxycarboxamides 3 are smoothly converted into 3-alkylsubstituted 1-alkoxyindolin-2-ones (2A) by dicyclohexylcarbodiimide in boiling trichloroethene. The acidolysis of the 1-tert-butoxyindolin-2-ones 2Ab, g, i, k as well as the 1-alko

A new method for the preparation of 2-aryl propionic acids using low-valent titanium

The addition of dihalocarbenes to arylmethylketones in the presence of low-valent titanium yields 2-aryl propionic acids in acceptable yield by one pot reaction. The reaction conditions were optimized. The TiCl4/LiAlH4 ratio is one variable that controls the selectivity of the process.

Chemoenzymatic synthesis of pure enantiomeric 2-aryl propionic acids

A new chemoenzymatic procedure to obtain pure enantiomeric 2-arylpropionic acids is described. The one pot synthesis of (±)-2-arylpropionic acids is carried out by addition of dichlorocarbene to the C=O bond of arylmethylketones and hydrogenolysis of the additon product. The racemic mixture is resolved by enantiospecific hydrolysis of the racemic ethyl esters using native lipase from Candida rugosa. The good yields, the accessibility of the starting arylmethylketones and the stereospecificity of the enzymatic hydrolysis make the process interesting in order to obtain the same non steroidal antiinflammatory drugs such as Ibuprofen or Naproxen.