5421-90-9

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylate is used as an intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylate serves as a precursor in the production of agrochemicals. Its involvement in the synthesis process helps create effective solutions for agricultural applications, such as pest control and crop protection.
Used in Flavor and Fragrance Industry:
Ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylate is utilized as a component in the creation of flavors and fragrances. Its unique properties enable it to contribute to the development of novel scents and tastes, enhancing the sensory experience in various consumer products.
Despite its diverse applications, it is crucial to handle ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylate with care due to its potential hazards. Proper safety measures should be implemented to minimize the risks associated with its use in different industries.

InChI:InChI=1/C12H18O3/c1-4-9-7-10(13)6-8(3)11(9)12(14)15-5-2/h6,9,11H,4-5,7H2,1-3H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 123-38-6 propionaldehyde 
• 3885-50-5 2-acetyl-pent-2-enoic acid ethyl ester 

Downstream Products

• 100391-19-3 4-acetylamino-2-ethyl-6-methyl-benzoic acid 
• 40920-68-1 3-methyl-5-ethylcyclohex-2-en-1-one 

Relevant academic research and scientific papers

Palladium-Catalyzed Tandem γ-Arylation/Aromatization of Cyclohex-2-En-1-One Derivatives: A Route to 3,4-Dihydroanthracen-1(2H)-Ones

An intramolecular palladium-catalyzed tandem γ-arylation/aromatization reaction of cyclohex-2-en-1-one derivatives was developed. This work provides a simple and efficient approach for the construction of substituted 3,4-dihydroanthracen-1(2H)-ones in good yields with a broad substrate scope. (Figure presented.).

Efficient preparation method of 4-hydroxybenzoic esters – Oxidation of substituted Hagemman's ester

A practical two-step synthetic method of diversely R-substituted 4-hydroxybenzoic esters, which may have wide applications in household chemicals and polymeric materials, was developed by 2:1 coupling between ethyl acetoacetate and aldehydes (RCHO) in t-BuOK/t-BuOH, followed by oxidative aromatization of the resulting Hagemman's esters. Application of the condition using stoichiometric NBS and catalytic TMS·OTf efficiently induced oxidation of the Hagemman's esters to produce 4-hydroxybenzoic esters.

Reaction of CH-acids with Michael acceptors in the presence of potassium carbonate. Syntheses of 6-acetyl- and 3,5-dialkylcyclohex-2-enones

The reaction of acetylacetone with α,β-enones in the presence of potassium carbonate affords 6-acetylcyclohex-2-enones. The assembly of two acetoacetate and one alkanal molecules gives 3,5-dialkylcyclohex-2-enones. Facile one-pot procedures for these reactions were developed.

High-yielding synthesis of Nefopam analogues (functionalized benzoxazocines) by sequential one-pot cascade operations

An efficient amine-/ruthenium-catalyzed three-step process for the synthesis of Nefopam analogues was achieved through combinations of cascade enamine amination/iso-aromatization/allylation and diene or enyne metathesis as key steps starting from functionalized Hagemann's esters. In this communication, we discovered the application of ruthenium-catalysis on olefins containing free amines without in situ formation of salts.

Recyclization of 1,4-dihydropyridine derivatives in acidic medium

The recyclization of 1,4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a C-N bond and pyridine ring opening. Cyclohexenone derivatives are formed as a result of the subsequent intramolecular crotonic condensation of the acyclic intermediate. The leaving carbonyl substituents depart simultaneously with recyclization, depending on the acidity of the reaction medium.

Organocatalytic cascade reactions based on push-pull dienamine platform: Synthesis of highly substituted anilines

(Chemical Equation Presented) A practical and novel one-pot organocatalytic selective process for the cascade synthesis of highly substituted o-hydroxydiary lamines and o-pyrrolidin-1-yldiarylamines is reported. Direct combination of amine-catalyzed cascade Knoevenagel/Michael/aldol condensation/decarboxylation and cascade enamine amination/isoaromatization of alkyl acetoacetates, aldehydes, and nitrosoarenes furnished the highly functionalized anilines with high yields.