50415-70-8

Basic information

• Product Name: methyl 2-(p-chlorophenyl)propionate
• Synonyms: methyl 2-(p-chlorophenyl)propionate
• CAS NO: 50415-70-8
• Molecular Weight: 198.649
• Mol File: 50415-70-8.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-(p-chlorophenyl)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(p-chlorophenyl)propionate(50415-70-8)
• EPA Substance Registry System: methyl 2-(p-chlorophenyl)propionate(50415-70-8)

Safety Data

• Hazardous Substances Data: 50415-70-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 52449-43-1 (4-chloro-phenyl)-acetic acid methyl ester 
• 105879-62-7 2(R)-(-)-4-chlorophenylpropanoic acid 
• 74-88-4 methyl iodide 
• 51747-43-4 2-(4-chlorophenyl)-acrylic acid 
• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 
• 126899-43-2 2-(4-Chloro-phenyl)-2-methyl-malonic acid 
• 106-39-8 bromochlorobenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 201230-82-2 carbon monoxide 
• 20001-59-6 1-(4-chlorophenyl)-ethyl methyl ether 
• 1878-66-6 4-chlorophenylacetic Acid 

Downstream Products

• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 125670-62-4 α-methyl-4-cyanobenzeneacetic acid methyl ester 
• 1034912-40-7 methyl 2-bromo-2-(4-chlorophenyl)propanoate 
• 872986-80-6 4-tert-butyl 1-methyl 2-(4-chlorophenyl)-2-methylsuccinate 
• 59667-21-9 p-Chloro-β-methylphenethyl alcohol 
• 286964-62-3 2-(4-chlorophenyl)propanal 

Relevant articles and documents

Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids

Asymmetric hydroxycarbonylation is one of the most fundamental yet challenging methods for the synthesis of carboxylic acids. Herein, we reported the development of a palladium-catalyzed highly enantioselective Markovnikov hydroxycarbonylation of vinyl arenes with CO and water. A monodentate phosphoramidite ligand L6 plays vital role in the reaction. The reaction tolerates a range of functional groups, and provides a facile and atom-economical approach to an array of 2-arylpropanoic acids including several commonly used non-steroidal anti-inflammatory drugs. The catalytic system has also enabled an asymmetric Markovnikov hydroalkoxycarbonylation of vinyl arenes with alcohols to afford 2-arylpropanates. Mechanistic investigations suggested that the hydropalladation is irreversible and is the regio- and enantiodetermining step, while hydrolysis/alcoholysis is probably the rate-limiting step.

Efficient palladium-catalyzed synthesis of 2-aryl propionic acids

A flexible two-step, one-pot procedure was developed to synthesize 2-aryl propionic acids including the anti-inflammatory drugs naproxen and flurbiprofen. Optimal results were obtained in the presence of the novel ligand neoisopinocampheyldiphenylphosphine (NISPCPP) (9) which enabled the efficient sequential palladium-catalyzed Heck coupling of aryl bromides with ethylene and hydroxycarbonylation of the resulting styrenes to 2-aryl propionic acids. This cascade transformation leads with high regioselectivity to the desired products in good yields and avoids the need for additional purification steps.

Palladium-Catalyzed Alkoxycarbonylation of sec-Benzylic Ethers

Herein, we report the palladium-catalyzed synthesis of 3-arylpropionate esters starting from secondary benzylic ethers. With this investigation it could be shown that ethers are suitable starting materials in addition to the established carbonylation reactions of olefins, alcohols, or aryl halides.

A general platinum-catalyzed alkoxycarbonylation of olefins

Hydroxy- and alkoxycarbonylation reactions constitute important industrial processes in homogeneous catalysis. Nowadays, palladium complexes constitute state-of-the-art catalysts for these transformations. Herein, we report the first efficient platinum-catalysed alkoxycarbonylations of olefins including sterically hindered and functionalized ones. This atom-efficient catalytic transformation provides straightforward access to a variety of valuable esters in good to excellent yields and often with high selectivities. In kinetic experiments the activities of Pd- and Pt-based catalysts were compared. Even at low catalyst loading, Pt shows high catalytic activity.

Iridium-Catalyzed α-Methylation of α-Aryl Esters Using Methanol as the C1 Source

IrCl(cod)2]/dppe-catalyzed α-methylation of aryl esters using methanol as the C1 source was developed. This methylation process is useful in several fields including organic chemistry, biochemistry, and medicinal chemistry. Readily available methanol as methylation reagent was successfully adapted. The reaction processed high atom economy and efficient. By applying the reaction system, the synthesis method of naproxen was provided.

Synthesis and Applications of Unquaternized C-Bound Boron Enolates

A general and facile method to prepare unquaternized C-bound boron enolates by a ligand-controlled O-to-C isomerization is reported. Using this protocol, C-bound pinacolboron enolates have been isolated in pure form for the first time, and have been fully characterized by NMR spectroscopy and X-ray crystallography. In contrast to the general perception, such C-boron enolates are stable without coordinative saturation at the boron. Moreover, C-boron enolates present reactivities that are distinct from the O-boron enolates, and their applications in C-O and C-C bond formations are demonstrated.

PYRETHROID COMPOUND, AND HAIR RESTORER AND HAIR RESTORER COMPOSITION COMPRISING THE SAME

PROBLEM TO BE SOLVED: To provide a pyrethroid compound having hair growth effect. SOLUTION: The present invention provides a pyrethroid compound represented by general formula (1) [in general formula (1), R1 is selected from a hydrogen atom, a halogen atom, an azido group, an alkoxy group having 1 to 4 carbon atoms, and an alkyl group having 1 to 4 carbon atoms, R2 is selected from a methyl group, an ethyl group and an isopropyl group, R3 is selected from -C≡N, -C≡CH, -C≡C-CH3 and -CH=CH2, and R4 is selected from a methyl group, a phenyl group, a 2-methoxy ethyl group, a methoxymethyl group, and a propargyl group]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Stereodivergent coupling of aldehydes and alkynes via synergistic catalysis using Rh and Jacobsen's amine

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.

Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high ena

Palladium-Catalyzed Carbonylation of sec- and tert-Alcohols

A general palladium-catalyzed synthesis of linear esters directly from sec- and tert-alcohols is described. Compared to the classic Koch–Haaf reaction, which leads to branched products, this new transformation gives the corresponding linear esters in high yields and selectivity. Key for this protocol is the use of an advanced palladium catalyst system with L2 (pytbpx) as the ligand. A variety of aliphatic and benzylic alcohols can be directly used and the catalyst efficiency for the benchmark reaction is outstanding (turnover number up to 89 000).