50415-73-1

Basic information

• Product Name: METHYL 4-METHOXYPHENYLACETATE
• Synonyms: 4-METHOXYPHENYLACETIC ACID METHYL ESTER;AURORA KA-6001;ASISCHEM D13374;METHYL 4-METHOXYPHENYLACETATE;METHYL P-METHOXYPHENYLACETATE;METHYL PARA METHOXYL PHENYLACETATE;ethyl 2-(4-Methoxyphenyl)propanoate;METHYL 2-(4-METHOXYPHENYL)PROPANOATE(WX618142)
• CAS NO: 50415-73-1
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 180.2
• EINECS: 245-886-1
• Mol File: 50415-73-1.mol
• Article Data: 55

Chemical Properties

• Boiling Point: 158 °C19 mm Hg(lit.)
• Flash Point: 98 °F
• Appearance: yellow-green/liquid
• Density: 1.135 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.516(lit.)
• CAS DataBase Reference: METHYL 4-METHOXYPHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-METHOXYPHENYLACETATE(50415-73-1)
• EPA Substance Registry System: METHYL 4-METHOXYPHENYLACETATE(50415-73-1)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 50415-73-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 5163, 1950 DOI: 10.1021/ja01167a101Synthesis, p. 231, 1984 DOI: 10.1055/s-1984-30784Tetrahedron Letters, 22, p. 4305, 1981 DOI: 10.1016/S0040-4039(01)82941-5Tetrahedron Letters, 35, p. 133, 1994 DOI: 10.1016/0040-4039(94)88182-0

Upstream product

• 67-56-1 methanol 
• 21086-33-9 2-bromo-1-(4-methoxyphenyl)-1-propanone 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 696-62-8 para-iodoanisole 
• 124-41-4 sodium methylate 
• 83022-34-8 2-Hydroxy-4'-methoxypropiophenone dimethylacetal 
• 81112-07-4 2-chloro-1-(4'-methoxyphenyl)-propan-1-one 
• 84508-65-6 2-Bromo-1,1-dimethoxy-1-(4-methoxyphenyl)propane 
• 87338-05-4 2-Chloro-1,1-dimethoxy-1-(4-methoxyphenyl)propane 
• 81111-94-6 Methanesulfonic acid 2,2-dimethoxy-2-(4-methoxy-phenyl)-1-methyl-ethyl ester 
• 121-97-1 4-Methoxypropiophenone 
• 149-73-5 trimethyl orthoformate 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 74-88-4 methyl iodide 

Downstream Products

• 50415-73-1 methyl (R)-2-(4-methoxyphenyl)propionate 
• 111197-94-5 methyl (S)-2-(4-methyoxyphenyl)propionate 
• 942-54-1 2-(4-methoxyphenyl)propanoic acid 
• 4842-49-3 (R)-2-(4-methoxyphenyl)propionic acid 
• 24470-14-2 (S)-(+)-2-(4'-methoxyphenyl)propanoic acid 
• 65784-33-0 methyl 2-(4-hydroxyphenyl)propanoate 
• 93397-63-8 2-(4-methoxyphenyl)propan-1-ol 
• 252058-33-6 2-(4-methoxyphenyl)propanal 
• 34399-55-8 5-(4-methoxy-phenyl)-hexan-2-one 
• 349473-22-9 4-(5,7-dimethylocta-1,6-dien-4-yl)phenol 
• 223691-84-7 4-(4-methoxyphenyl)-4-methyl-hex-5-en-1-al 
• 401895-10-1 4-(4-methoxy-phenyl)-4-methyl-hex-5-en-1-ol 
• 223691-88-1 1-(1,5-dimethyl-1-vinyl-hex-4-enyl)-4-methoxy-benzene 
• 460323-46-0 (E)-5-(4-Methoxy-phenyl)-hex-3-en-2-one 

Relevant articles and documents

Asymmetric Aminations and Kinetic Resolution of Acyclic α-Branched Ynones

An efficient method for asymmetric synthesis of acyclic α-tertiary amine derivatives has been achieved through enantioselective aminations of α-branched ynones with azodicarboxylates enabled by chiral phosphoric acid catalysis. Moreover, kinetic resolution of racemic starting material was realized under these conditions, which gave access to valuable enantioenriched α-substituted ketones. A wide array of α-aryl and alkyl-substitutions, and the substituted alkynyl groups were well compatible with this method, producing both the amination products and the recovered ketones with good to high enantioselectivities.

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.

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.