15725-26-5

Basic information

• Product Name: α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester
• Synonyms: 2-(4-Methoxybenzylidene)-3-oxobutyric acid ethyl ester;2-(4-Methoxybenzylidene)acetoacetic acid ethyl ester;α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester;Butanoic acid, 2-[(4-Methoxyphenyl)Methylene]-3-oxo-, ethyl ester;ETHYL 2-(4-METHOXYBENZYLIDENE)ACETOACETATE
• CAS NO: 15725-26-5
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27
• Mol File: 15725-26-5.mol
• Article Data: 28

Chemical Properties

• Appearance: /
• CAS DataBase Reference: α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester(15725-26-5)
• EPA Substance Registry System: α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester(15725-26-5)

Safety Data

• Hazardous Substances Data: 15725-26-5(Hazardous Substances Data)

Usage

General Description

α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester, also known as ethyl ferulate, is a compound belonging to the ferulic acid derivatives family. It is a synthetic ester commonly used in the food and cosmetic industries for its antioxidant and antimicrobial properties. This chemical is derived from ferulic acid, a natural phenolic compound found in various plant sources. Ethyl ferulate is widely used as a food additive to extend shelf life, enhance flavor, and prevent lipid oxidation. Additionally, it is utilized in cosmetic formulations for its potential skin-lightening and anti-aging effects. Overall, α-Acetyl-β-(4-methoxyphenyl)acrylic acid ethyl ester is a versatile compound with diverse applications in different industries.

Upstream product

• 1041333-48-5 2-[hydroxy(4-methoxyphenyl)methyl]buta-2,3-dienoic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 29214-62-8 3-acetoxy-crotonic acid ethyl ester 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 134045-96-8 6-Acetyl-2-amino-7-(4-methoxy-phenyl)-3-phenylazo-4H-pyrazolo[1,5-a]pyrimidin-5-one 
• 134045-85-5 2-Amino-7-(4-methoxy-phenyl)-5-methyl-3-phenylazo-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester 
• 108931-75-5 1,4-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-4-(4-methoxyphenyl)-6-methyl-5-pyrimidinecarboxylic acid, ethyl ester 
• 1338338-61-6 C₁₈H₂₂O₅ 

Relevant articles and documents

Highly efficient FeNP-embedded hybrid bifunctional reduced graphene oxide for Knoevenagel condensation with active methylene compounds

We have synthesized atypical highly active bifunctional FeNPs implanted on amino-modified reduced graphene oxide (FeNPs/Am@rGO) [where FeNPs = Fe nanoparticles; Am = Primary aromatic amine derivatives such as p-phenylenediamine (PPD) and/or aniline (AN)]

Facile construction of 4H-chromenes via Michael addition of phenols to benzylidene oxobutanoates and their successful conversion into pyranocoumarins

An efficient and simple approach for the synthesis of functionalized 4H-chromenes has been developed via acid catalyzed Michael addition of phenols to benzylidene oxobutanoates. Preliminary mechanistic studies were conducted, suggesting that intermediate

Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction

An asymmetric domino Michael/Michael reaction of α,β-unsaturated aldehydes 1 and α-acetyl-β-substituted-α,β-unsaturated esters 2 catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta-s

Enzyme Promiscuity as a Remedy for the Common Problems with Knoevenagel Condensation

A new protocol based on lipase-catalyzed tandem reaction toward α,β-enones/enoesters is presented. For the synthesis of the desired products the tandem process based on enzyme-catalyzed hydrolysis and Knoevenagel reaction starting from enol acetates and aldehyde is developed. The relevant impact of the reaction conditions including organic solvent, enzyme type, and temperature on the course of the reaction was revealed. It was shown that controllable release of the active methylene compound from the corresponding enol carboxylate ensured by enzymatic reaction diminishes significantly the formation of the unwanted co-products. Furthermore, this protocol was extended by including a second tandem chemoenzymatic transformation engaging various aldehyde precursors. After a careful optimization of the reaction conditions, the target products were obtained with yields up to 86 % and with excellent E/Z-selectivity.