22744-50-9

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-Oxo-propyl)-benzoic acid methyl ester is used as an intermediate in the synthesis of other chemical compounds for pharmaceutical applications. Its unique chemical structure allows it to be a versatile building block in the development of new drugs.
Used in Cosmetic Industry:
In the cosmetic industry, 4-(2-Oxo-propyl)-benzoic acid methyl ester is used as a fragrance ingredient. Its pleasant aroma makes it suitable for incorporation into various cosmetic products, enhancing their scent and overall sensory experience.
Used in Flavor and Fragrance Industry:
4-(2-Oxo-propyl)-benzoic acid methyl ester is used as a flavoring agent in the flavor and fragrance industry. Its ability to impart a distinct taste and aroma to products makes it valuable in the creation of food and beverage flavors, as well as perfumes and other scented products.

Upstream product

• 619-42-1 4-methoxycarbonylphenyl bromide 
• 78-95-5 chloroacetone 
• 20849-84-7 methyl 4-allylbenzoate 
• 1571-08-0 methyl 4-formylbenzoate 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 67-64-1 acetone 
• 108-22-5 Isopropenyl acetate 
• 619-45-4 4-methoxycarbonyl aniline 
• 67-56-1 methanol 
• 15482-54-9 p-(2-oxopropyl)-benzoic acid 
• 6018-41-3 methyl coumalate 
• 2845-83-2 4-methoxypent-3-en-2-one 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 106918-31-4 1-methoxy-2-(4-carbomethoxyphenyl)ethylene 

Downstream Products

• 77955-21-6 1-(4-Carbomethoxyphenyl)propan-2-one ethylene ketal 
• 96788-25-9 (RS,SR)-N-[2-(4-carbomethoxyphenyl)-1-methylethyl]-2-hydroxy-2-phenylethanamine 
• 185899-53-0 N-(2-Hydroxy-ethyl)-4-(2-methyl-[1,3]dioxepan-2-ylmethyl)-benzamide 
• 185899-52-9 N-(2-Hydroxy-ethyl)-4-(2-methyl-[1,3]dioxan-2-ylmethyl)-benzamide 
• 185899-49-4 N-(2-Hydroxy-ethyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethyl)-benzamide 
• 185899-58-5 4-(2,2-Dimethoxy-propyl)-N-(2-hydroxy-ethyl)-benzamide 

Relevant academic research and scientific papers

An Efficient Palladium-Catalyzed α-Arylation of Acetone below its Boiling Point

The monoarylation of acetone is a powerful transformation, but is typically performed at temperatures significantly in excess of its boiling point. Conditions described for performing the reaction at ambient temperatures led to significant dehalogenation when applied to a complex aryl halide. We describe our attempts to overcome both issues in the context of our drug-discovery program.

Salicylic Acid-Catalyzed Arylation of Enol Acetates with Anilines

α-Aryl ketones are both structure moieties commonly found in bioactive compounds and versatile synthetic intermediates for the preparation of drug-like molecules. An operationally simple and scalable protocol has been developed to prepare α-aryl ketones from readily available aromatic amines and enol acetates (or silyl enol ethers). This metal-free methodology features the use of salicylic acid as a convenient catalyst to promote the formation of aryl radicals from in-situ generated aryl diazonium salts, without demanding thermal or photochemical activation. The mild reaction conditions used are compatible with anilines substituted with diverse functionalities. Structural elaboration of some prepared α-aryl ketones was accomplished to illustrate their usefulness as building blocks. (Figure presented.).

Identification of ortho-Substituted Benzoic Acid/Ester Derivatives via the Gas-Phase Neighboring Group Participation Effect in (+)-ESI High Resolution Mass Spectrometry

Benzoic acid/ester/amide derivatives are common moieties in pharmaceutical compounds and present a challenge in positional isomer identification by traditional tandem mass spectrometric analysis. A method is presented for exploiting the gas-phase neighbor

Anti-Markovnikov Oxidation of β-Alkyl Styrenes with H2O as the Terminal Oxidant

Oxygenation of alkenes is one of the most straightforward routes for the construction of carbonyl compounds. Wacker oxidation provides a broadly useful strategy to convert the mineral oil into higher value-added carbonyl chemicals. However, the conventional Wacker chemistry remains problematic, such as the poor activity for internal alkenes, the lack of anti-Markovnikov regioselectivity, and the high cost and chemical waste resulted from noble metal catalysts and stoichiometric oxidant. Here, we describe an unprecedented dehydrogenative oxygenation of β-alkyl styrenes and their derivatives with water under external-oxidant-free conditions by utilizing the synergistic effect of photocatalysis and proton-reduction catalysis that can address these challenges. This dual catalytic system possesses the single anti-Markovnikov selectivity due to the property of the visible-light-induced alkene radical cation intermediate.

A family of low molecular-weight, organic catalysts for reductive C-C bond formation

Hydrazines form a new family of low molecular-weight reducing agents for diazonium salts. Using only small amounts of hydrazine catalyst, the coupling of diazonium salts to a variety of reactive partners has been achieved, without the requirement for either metal adjuvants or irradiation with visible or ultraviolet light. The generality of the concept proposed herein as well as its advantages in the preparative scale is outlined and discussed.

Design of an Indolylphosphine Ligand for Reductive Elimination-Demanding Monoarylation of Acetone Using Aryl Chlorides

The rational design of a phosphine ligand for the reductive elimination-demanding Pd-catalyzed mono-α-arylation of acetone is demonstrated and reported. The catalyst is tolerant of previously proven challenging electron-deficient aryl chlorides and provides excellent product yields with down to 0.1 mol % Pd. Preliminary investigations suggest that the rate-limiting step for the proposed system is the oxidative addition of aryl chlorides, in which it contradicts previous findings regarding the α-arylation of acetone with aryl halides.

Palladium catalysed β-selective oxidative Heck reaction of an electron-rich olefin

A palladium catalysed oxidative β-arylation of an electron-rich olefin is described. The reaction was under mild conditions; meanwhile, additives and directing groups are not needed. Various arylboronic acids worked well under the standard conditions.

Zheda-phos for general α-monoarylation of acetone with aryl chlorides

A new, readily available, and air-stable monophosphine ligand, i.e., Zheda-Phos, has been developed for the general and highly effective palladium-catalyzed monoarylation of acetone with aryl chlorides. The reaction rate is of first-order dependence with the aryl chloride. Copyright

Divergent Diels-Alder methodology from methyl coumalate toward functionalized aromatics

An inverse electron-demand Diels-Alder reaction between methyl coumalate and electron-rich dienophiles produces substituted benzoates. A high-yielding, single-pot procedure transforms readily accessible vinyl ether, ketal, or orthoester dienophiles into functionalized aromatic systems in a versatile route.

Samarium(II)-promoted radical spirocyclization onto an aromatic ring

Samarium(II)-mediated spirocyclization onto an aromatic ring was achieved by the reaction of methyl 4-(4-oxoalkyl)benzoates with SmI2 in the presence of i-PrOH and HMPA, yielding methyl 1-alkyl-1-hydroxyspiro[4.5]dec-6-ene-8-carboxylates in moderate to high yields. Utilizing this chemistry, spiro[3.5] and -[5.5] systems, and sterically congested spiro[4.5] systems, were easily synthesized. For the successful conversion, appropriate activation of the aromatic ring has proven to be extremely important: while an ester or amide functionality on the aromatic ring can promote the spirocyclization, a sulfonamide substituent causes ortho cyclization.