10268-71-0

Usage

Uses

Used in Flavor and Fragrance Industry:
2-Methoxy-benzoic acid phenyl ester is used as a flavoring agent for its fruity odor, enhancing the taste and aroma of various food products. It is also employed as a fragrance ingredient in perfumes and cosmetics, adding a pleasant scent to these products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Methoxy-benzoic acid phenyl ester is used as a key intermediate in the synthesis of various drugs, contributing to the development of new medications and improving existing ones.
Used in Organic Chemistry:
As an intermediate in organic chemistry, 2-Methoxy-benzoic acid phenyl ester is utilized in various chemical reactions and processes, aiding in the production of a wide range of chemical compounds and materials.

InChI:InChI=1/C14H12O3/c1-16-13-10-6-5-9-12(13)14(15)17-11-7-3-2-4-8-11/h2-10H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 118-55-8 phenyl Salicylate 
• 77-78-1 dimethyl sulfate 
• 579-75-9 2-Methoxybenzoic acid 
• 108-95-2 phenol 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 2439-77-2 2-methoxybenzamide 
• 529-28-2 4-iodoanisol 
• 201230-82-2 carbon monoxide 
• 2996-92-1 phenyl trimethylsiloxane 
• 13939-06-5 molybdenum hexacarbonyl 
• 578-57-4 2-bromoanisole 
• 1864-94-4 phenyl formate 

Downstream Products

• 612-16-8 (2-methoxyphenyl)methanol 
• 579-75-9 2-Methoxybenzoic acid 
• 108-95-2 phenol 
• 6609-56-9 2-methoxy-benzonitrile 
• 1469857-62-2 6-(2-methoxyphenyl)-4,7-dihydro-1-thia-4,5-diazacyclopenta[a]pentalene 
• 1469858-36-3 5-(2-methoxybenzoyl)-5,6-dihydrocyclopenta[b]thiophen-4-one 
• 51892-23-0 S-ethyl 2-methoxybenzothioate 

Relevant academic research and scientific papers

Palladacycle-catalyzed carbonylation of aryl iodides or bromides with aryl formates

An efficient palladacycle-catalyzed aromatic carbonylation reaction of aryl formates with aryl iodides or bromides has been developed. Commercially available and easily prepared aryl formates were employed as carbonyl sources without the use of external carbon monoxide. The present catalytic system shows broad functional group tolerance and affords aryl benzoate derivatives in good to excellent yields. Copyright

Transition-Metal-Free DMAP-Mediated Aromatic Esterification of Amides with Organoboronic Acids

A new, transition-metal-free, effective method for aromatic esterification of amides with organoboronic acids has been developed. A wide range of benzoate derivatives were obtained with yields ranging from moderate to good. The catalytic reaction shows a broad substrate scope and excellent functional group tolerance. Conceptually, DMAP mediates the reaction and is crucial for this transformation.

Method for preparing diaryl ester compound through efficient catalysis of pyridine palladium

The invention discloses a method for preparing a diaryl ester compound through efficient catalysis of pyridine palladium. The method is used for high-efficiency high-yield preparation of the diaryl ester compound under mild conditions by taking a phenol compound, an iodobenzene compound and carbon monoxide as raw materials, triethylamine as alkali and pyridine palladium as a catalyst. The method provided by the invention has the advantages of less usage amount of the palladium catalyst, high catalytic activity of the palladium catalyst, stability of the palladium catalyst to air, simple operation, short reaction time and high atom economy, opens up a low-cost, green and efficient way for preparation of diaryl ester compounds, and has broad application prospects.

Palladium-Catalyzed Aerobic Oxidative Coupling of Amides with Arylboronic Acids by Cooperative Catalysis

The first fluoride and palladium co-catalyzed conversion of amide to ester through an aerobic oxidative coupling pathway is reported. This new approach presents a practical process that employs easily available oxygen and commercially available arylboronic acids as coupling partners, uses a wide range of N- tosylamides, and proceeds under mild reaction conditions. This protocol demonstrates broad functional group tolerance, and provides an alternative option to synthesize esters from N-tosylamides which obtained by simply N-functionalization of secondary amides.

Switchable Selectivity in the Pd-Catalyzed Alkylative Cross-Coupling of Esters

The Pd-catalyzed cross-coupling of phenyl esters and alkyl boranes is disclosed. Two reaction modes are rendered accessible in a selective fashion by interchange of the catalyst. With a Pd-NHC system, alkyl ketones can be prepared in good yields via a Suzuki-Miyaura reaction proceeding by activation of the C(acyl)-O bond. Use of a Pd-dcype catalyst enables alkylated arenes to be synthesized by a modified pathway with extrusion of CO. Applications of this divergent coupling strategy and the origin of the switchable selectivity are discussed.

Mechanistic Insight into Weak Base-Catalyzed Generation of Carbon Monoxide from Phenyl Formate and Its Application to Catalytic Carbonylation at Room Temperature without Use of External Carbon Monoxide Gas

The mechanisms of the weak base-catalyzed generation of carbon monoxide (CO) and phenol from phenyl formate were investigated by experimental and theoretical methods. Kinetic studies revealed a first-order reaction in both phenyl formate and the base. The reaction was found to proceed by an E2 α-elimination pathway, which involves the abstraction of the formyl proton of phenyl formate, simultaneously generating CO and phenoxide. The reaction rate was affected by the substituents on phenyl formate, the polarity of solvents, and the basicity of bases. The mechanistic insight obtained from these studies permitted the chemical control of the rate of CO generation, which was the key to the development of the external CO-free Pd-catalyzed phenoxycarbonylation of haloarenes at room temperature. Because of the mild reaction conditions and wide substrate scope, this phenoxycarbonylation constitutes a general, safe, and practical method to synthesize arenecarboxylic acid esters. (Figure presented.).

Palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate

Highly efficient palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate is reported. This procedure does not use carbon monoxide and affords one-carbon-elongated carboxylic acid phenyl esters in excellent yields. The reaction proceeds smoothly under mild conditions and tolerates a wide range of functional groups including aldehyde, ether, ketone, ester, and cyano groups. Furthermore, a variety of heteroaromatic bromides can be converted to the corresponding phenyl esters in high yields.

Palladium-catalyzed aerobic oxidative coupling of acyl chlorides with arylboronic acids

The first example of a palladium-catalyzed aerobic oxidative coupling of acyl chlorides with arylboronic acids has been developed, leading to a wide range of aryl benzoates in good to excellent yields. This catalytic system shows broad functional group tolerance. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen. Copyright

Molybdenum hexacarbonyl mediated alkoxycarbonylation of aryl halides

Mo(CO)mediates the alkoxycarbonylation of aryl halides in their reaction with alcohols to afford arenecarboxylic acid esters. The molybdenum carbonyl complexes act as the catalyst and the source with carbon monoxide. The alkoxycarbonylation proceeds with a small excess of carbon monoxide in the form of Mo(CO)and the procedure is simple compared to the conventional method, which uses palladium catalyst under gaseous carbon monoxide. Using this procedure, a variety of carboxylic acid esters were prepared. Georg Thieme Verlag Stuttgart ? New York.

Copper(II)-catalyzed esterification of arenecarboxylic acids with aryl- and vinyl-substituted trimethoxysilanes

In this paper, the copper(II)-catalyzed esterification reaction of arenecarboxylic acids with aryl- or vinyl-substituted trimethoxysilanes is described. A series of aryltrimethoxysilanes and arenecarboxylic acids worked well under this procedure, affording aryl benzoate derivatives in moderate to good yields. Notably, trimethoxy(vinyl)silanes also worked well under this procedure giving a facile and versatile method to access vinyl benzoate derivatives. Georg Thieme Verlag Stuttgart.