1341-36-2

Usage

Uses

Used in Pharmaceutical Synthesis:
4-CHROMANONE is used as a key intermediate for the synthesis of various pharmaceuticals, leveraging its unique structure and reactivity to facilitate the creation of new drugs and medications.
Used in Organic Chemistry:
In the field of organic chemistry, 4-CHROMANONE is utilized as a building block for the production of other chemical compounds, contributing to the development of novel organic substances with potential applications in various industries.
Used in Drug Development:
4-CHROMANONE is employed as a valuable component in drug development, where its potential biological activities are harnessed to explore its medicinal and pharmacological properties, potentially leading to the discovery of new therapeutic agents.
Used in Medicinal Chemistry Research:
In medicinal chemistry research, 4-CHROMANONE serves as a subject of study for its potential to contribute to the understanding of disease mechanisms and the design of effective treatments, given its noted biological activities and chemical properties.

InChI:InChI=1/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2

Upstream product

• 3070-40-4 β-phenylpropionyl peroxide 
• 546-67-8 lead(IV) tetraacetate 
• 87532-03-4 dihydrocoumarin trimethylsilyl ketene acetal 
• 77924-22-2 7-(1-Phenyl-1H-tetrazol-5-yloxy)-chromen-2-one 
• 7647-01-0 hydrogenchloride 
• 7446-70-0 aluminium trichloride 
• 107-13-1 acrylonitrile 
• 108-95-2 phenol 
• 91-64-5 coumarin 
• 83-33-0 inden-1-one 
• 60125-23-7 2'-hydroxycinnamaldehyde 
• 10407-33-7 methyl 3-(2-oxocyclohexyl)propionate 
• 700-82-3 3,4,5,6,7,8-hexahydro-chromen-2-one 

Downstream Products

• 215728-76-0 3-ethyl-1-(2-hydroxyphenyl)-3-pentanol 
• 19063-55-9 6-bromo-2H-chromen-2-one 
• 40731-98-4 4-hydroxy-2,3-dihydroindan-1-one 
• 20921-00-0 6-bromo-3,4-dihydro-2H-1-benzopyran-2-one 
• 1776-09-6 3-bromochroman-4-one 
• 20920-99-4 6-nitro-3,4-dihydrocoumarin 
• 54892-95-4 3-(2-hydroxy-3-nitro-phenyl)-propionic acid 
• 13336-31-7 4-methoxylindanone 
• 20921-17-9 γ-(2-Hydroxy-phenyl)-buttersaeure-ethylester 
• 24535-13-5 3-(2-hydroxyphenyl)propionic acid hydrazide 
• 495-78-3 3-(2-hydroxyphenyl)propionic acid 
• 749878-59-9 3-(5-bromo-2-hydroxy-phenyl)-propionic acid 
• 101723-80-2 3-[3-(2-hydroxy-phenyl)-propionyl]-chroman-2-one 
• 111286-73-8 2-(carbomethoxyethyl)-phenoxyacetic acid methyl ester 

Related news

Enantioselective reduction of 4-CHROMANONE (cas 1341-36-2) and its derivatives by selected filamentous fungi08/30/2019

Biotransformation of 4-chromanone and its derivatives in the cultures of three biocatalysts: Didymosphaeria igniaria, Coryneum betulinum and Chaetomium sp. is presented. The biocatalysts were chosen due to their capability of enantiospecific reduction of low-molecular-weight ketones (acetophenon...detailed

Relevant academic research and scientific papers

Enzymatic Baeyer-Villiger oxidation of Benzo-Fused ketones: Formation of regiocomplementary lactones

Baeyer-Villiger monooxygenases (BVMOs) are enzymes that are known to catalyse the Baeyer-Villiger oxidation of ketones in aqueous media using O2 as oxidant. Herein, we describe the oxidation of a set of diverse benzo-fused ketones by three different BVMOs

Hydrogenation of coumarin to octahydrocoumarin over a Ru/C catalyst

The production of octahydrocoumarin, which can serve as a replacement for toxic coumarin, was investigated using 5% Ru on active carbon (Ru/C) as the catalyst for the hydrogenation of coumarin. The hydrogenation was studied by optimizing the reaction conditions (pressure, solvent and coumarin concentration). The activity and selectivity of the Ru/C catalyst were compared for different solvents. The mechanism of coumarin hydrogenation was deduced. The formation of side products was explained. The optimal hydrogenation reaction conditions were: 130 °C, 10 MPa, 60 wt% coumarin in methanol, and 0.5 wt% (based on coumarin) of Ru/C catalyst. At the complete conversion of coumarin, the selectivity to the desired product was 90%.

A chemoselective hydrogenation of the olefinic bond of α,β- unsaturated carbonyl compounds in aqueous medium under microwave irradiation

A microwave-assisted mild and ecofriendly catalytic transfer hydrogenation process was developed to reduce various α,β-unsaturated carbonyl compounds into the corresponding saturated carbonyl compounds in the presence of silica-supported palladium chloride as catalyst and a combination of MeOH/HCOOH/H2O (1:2:3) as hydrogen source within 22-55 minutes in moderate to excellent yields with 100% chemoselectivity.

Solid-supported green synthesis of substituted hydrocinnamic esters by focused microwave irradiation

An efficient chemoselective hydrogenation protocol for substituted cinnamic esters is developed for the synthesis in quantitative yield of corresponding bioactive dihydrocinnamic esters with solid-supported palladium chloride/ammonium formate (cat.) in HCOOH/H2O 1:2 as a hydrogenating agent under focused-microwave irradiation for 10 min.

Method for preparing coumarin and derivatives thereof

A process for producing coumarin and substituted coumarins starting from substituted hexahydrocoumarins or from substituted dihydrocoumarins. The process includes dehydrogenation in the presence of catalysts based on metals of Group VIII of the periodic table of the elements and in the presence of at least one easily reducible organic compound. The invention allows to achieve exceptionally high yields that do not require the recycling of the hexahydrocoumarin or of the dihydrocoumarin that are present at the end of the reaction, and also allows to achieve high selectivity and easy purification.

Catalytic process of producing coumarin and derivatives thereof

A 3-(2-oxocyclohexyl)propionic acid ester of a specified formula, which has a terminal Cl-4 alkyl, is cyclized and dehydrogenated to form the corresponding coumarin or derivative thereof in the presence as catalyst of 0.1-5 wt%, by wt of the ester, of palladium supported mostly (preferably at least 90% of the Pd) in the surface portion of a carrier, which can be an element of Group IIA, IIIA or IVA or a compound thereof, e.g. carbon, used as a powder of particle size 1-50 μm. The reaction is at 100-350°C (preferably 230-280°C), and can be in a solvent, and optionally with a co-catalyst. The products are obtained in better yield than with prior forms of the catalyst, and are useful in the perfume industry.

Oxidation of Alkyl Trimethylsilyl Ketene Acetals with Lead(IV)

Alkyl trimethylsilyl ketene acetals generated from either esters or lactones react with lead(IV) acetate (LTA) or lead(IV) benzoate (LTB) to afford useful yields of the corresponding α-carboyloxy esters and α-carboyloxy lactones.Yields of the reaction products are optimized by use of the appropriate solvent (methylene chloride or benzene) during oxidation.Alkyl groups such as methyl, ethyl, and tert-butyl are all compatible with the procedure, and lactones containing five-, six-, and seven-membered rings give good yields of oxidation products.

METAL-ASSISTED REACTIONS-13. RAPID, SELECTIVE REDUCTIVE CLEAVAGE OF PHENOLIC HYDROXYL GROUPS BY CATALYTIC TRANSFER METHODS

Previous work has shown that, after converting phenols into suitable phenolic ethers, the aromatic C-O bond of the original phenol can be reductively cleaved heterogeneously to give a C-H bond through the use of molecular hydrogen or hydrogen donors together with a transition metal catalyst.The present work provides a method for selectively replacing a phenolic OH group by H in just a few minutes, compared with the 2 to 4 hr required previously using a hydrogen donor and the several hours under pressure required for molecular hydrogen.Various kinds of groups are suitable for preparing the required phenolic ethers from phenols, but the best ones are strongly electronwithdrawing heteroaromatic entities.Solvent appears to play an important role in this heterogeneous reaction, the mechanism of which is discussed.

The Surface of Silica as a Medium for the Radical and Ionic Decomposition of Diacyl Peroxides

The rates of decomposition of β-phenylpropionyl peroxide 1, β-phenylisovaleryl peroxide 2, and β-phenylisovaleryl p-nitrobenzoyl peroxide 3 are much higher on silica surfaces than they are in solution.The products formed on silica surfaces are derived from both radical and ionic precursors except in the case of 3, for which the reaction may be entirely ionic.The relationships between the medium effects on the rates and on the products suggest that the ionic and radical parts of the reaction branch from a common polar intermediate.Both the ionic and radical products differ significantly from those formed in solution.In the neophyl radical, adsorption inhibits the migration of phenyl to form phenyl-tert-butyl radical.In the ionic reaction, there is extensive migration of methyl in competition with phenyl, in contrast to the behavior of neophyl derivatives in solvolysis reaction.Dihydrocoumarin, from 1, and dimethyldihydrocoumarin, from 2 and 3, are not formed at all in solution.Esters, which are often formed via carboxy inversion and related reactions when polar diacyl peroxides decompose in solution, appear to arise from electron transfer in radial-pair precursors.There is no evidence of carboxy inversion compounds or carbonic acid esters in the physically adsorbed products, although some RO-C(=O)+ groups (1-2percent) appear to be trapped by the silica.Rearranged and unrearranged neophyl cations are trapped more extensively as silyl ethers.Other ion-derived products are one of the phenylisobutylenes, several phenylbutenes, and the carboxylic acids.Coadsorbed oxygen or acetonitrile alters the product distribution partly by trapping radicals and partly by site preemption effects.