27465-51-6

Usage

Uses

Used in Pharmaceutical Industry:
4'-Ethylpropiophenone is used as an impurity in the production of Eperisone (E565800) for its muscle relaxant and analgesic properties. It contributes to the overall effectiveness of the drug in providing relief from muscle pain and tension.
Used in Chemical Research:
As a clear colorless liquid, 4'-Ethylpropiophenone can be utilized in various chemical research applications, potentially for the synthesis of other compounds or as a reagent in chemical reactions. Its specific role in research would depend on the requirements of the particular study or experiment.

InChI:InChI=1/C11H14O/c1-3-10-4-6-11(7-5-10)8-9(2)12/h4-7H,3,8H2,1-2H3

Upstream product

• 132560-66-8 α-chloro-4-ethylpropiophenone 
• 97-94-9 triethyl borane 
• 1445317-56-5 N-methyl-N-tosyl-p-chlorobenzamide 
• 20024-90-2 p-(n-propyl)ethylbenzene 
• 67-56-1 methanol 
• 33967-18-9 1-(4-ethylphenyl)ethanol 
• 100-41-4 ethylbenzene 
• 123-62-6 propionic acid anhydride 
• 79-03-8 propionyl chloride 
• 104037-22-1 [1-(4-ethyl-phenyl)-vinyl]-methyl ether 

Downstream Products

• 20024-90-2 p-(n-propyl)ethylbenzene 
• 99865-21-1 1-(4-ethylphenyl)propane-1,2-dione 
• 78575-12-9 1-(4-ethyl-phenyl)-propan-1-one oxime 
• 100125-88-0 1-(4-ethyl-phenyl)-2-bromo-propan-1-one 
• 99323-21-4 4'-ethyl-2-methyl-3-pyrrolidinopropiophenone 
• 1202873-79-7 C₂₄H₂₇N₃O₄ 
• 1202873-90-2 C₂₄H₂₈N₄O₃ 
• 33695-58-8 4-ethylbenzamide 
• 128120-06-9 (E)-1-(but-2-en-2-yl)-4-ethylbenzene 

Relevant academic research and scientific papers

Iridium Complexes as Efficient Catalysts for Construction of α-Substituted Ketones via Hydrogen Borrowing of Alcohols in Water

Ketones are of great importance in synthesis, biology, and pharmaceuticals. This paper reports an iridium complexes-catalyzed cross-coupling of alcohols via hydrogen borrowing, affording a series of α-alkylated ketones in high yield (86 %–95 %) and chemoselectivities (>99 : 1). This methodology has the advantages of low catalyst loading (0.1 mol%) and environmentally benign water as the solvent. Studies have shown the amount of base has a great impact on chemoselectivities. Meanwhile, deuteration experiments show water plays an important role in accelerating the reduction of the unsaturated ketones intermediates. Remarkably, a gram-scale experiment demonstrates this methodology of iridium-catalyzed cross-coupling of alcohols has potential application in the practical synthesis of α-alkylated ketones.

Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds

A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]

Method for preparing alpha-alkyl substituted ketone compound

The invention relates to a method for preparing an alpha-alkyl substituted ketone compound, which comprises the following steps: preparing a primary alcohol compound and a secondary alcohol compound as raw materials, adding alkali; with a cyclic iridium complex as a catalyst and water as a reaction medium, heating and stirring the mixture and reacting for 10 to 24 hours under the protection of inert gas, and cooling a reaction product to room temperature after the reaction is finished; carrying out reduced pressure distillation and concentration to obtain a crude product, and carrying out column chromatography purification to obtain a series of alpha alkyl substituted ketone compounds. The method is simple to operate, available in raw materials, low in price, high in reaction efficiency and selectivity, good in adaptability to various functional groups and wide in substrate universality; since water is used as a reaction medium to meet the green and environment-friendly requirements, the method is environmentally friendly and is carried out at gram level, so that the potential of industrially synthesizing the alpha alkyl substituted ketone compound is achieved; therefore, The method has expanded application in the fields of medicines, organic synthesis and the like.

Palladium-catalyzed room temperature acylative cross-coupling of activated amides with trialkylboranes

A highly efficient acylative cross-coupling of trialkylboranes with activated amides has been effected at room temperature to give the corresponding alkyl ketones in good to excellent yields by using 1,3-bis(2,6-diisopropyl)phenylimidazolylidene and 3-chloropyridine co-supported palladium chloride, the PEPPSI catalyst, in the presence of K2CO3 in methyl tert-butyl ether. The scope and limitations of the protocol were investigated, showing good tolerance of acyl, cyano, and ester functional groups in the amide counterpart while halo group competed via the classical Suzuki coupling. The trialkylboranes generated in situ by hydroboration of olefins with BH3 or 9-BBN performed similarly to those separately prepared, making this protocol more practical.

Method for generating ketone through rearranging diazo compounds under catalysis condition of ferrous sulfate heptahydrate

The invention provides a method for generating ketone through rearranging diazo compounds to remove one molecule of nitrogen gas and one molecule of carbon dioxide under a certain condition. The method comprises the following steps of adding diazo compound 2-diazo-1-phenylbutane-1,3-diketone and iron sulfate heptahydrate into a reaction container; then adding methylbenzene; performing stirring reaction for 12 hours at 100 DEG C; after the reaction is completed, performing filtering by a kieselguhr sand core funnel; after rotary drying, performing column separation to obtain pure products. Thepreparation method is simple and convenient; the cost is low; the conditions are mild; the yield can reach 80 percent or higher. The method belongs to a novel method for generating ketone. A positiveresearch is provided for the application of the compound.

KOtBu-Mediated Domino Isomerization and Functionalization of Aromatic Allylic Alcohols

Transition-metal- as well as ligand-free base-mediated domino isomerization and alkylation of allylic alcohols is presented. This protocol features the conversion of simple allylic alcohols into the corresponding ketones through isomerization in the presence of a simple base. Significantly, these in situ generated ketones subsequently undergo alkylation with styrenes as electrophiles, in a domino one-pot fashion, as an atom- and step-economical chemical process.

A chemoselective α-aminoxylation of aryl ketones: a cross dehydrogenative coupling reaction catalysed by Bu4NI

Tetrabutyl ammonium iodide (TBAI) catalyzed α-aminoxylation of ketones using aq. TBHP as an oxidant has been accomplished. We have shown that the CDC (cross dehydrogenative coupling) reactions of ketones with N-hydroxyimidates such as N-hydroxysuccinimide (NHSI), N-hydroxyphthalimide (NHPI), N-hydroxybenzotriazole (HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt) lead to the corresponding oxygenated products in good to moderate yields. The application of this method has been demonstrated by transforming a few coupled products into synthetically useful intermediates and products.

ALPHA-UNSUBSTITUTED ARYLMETHYL PIPERAZINE PYRAZOLO[1,5-A] PYRIMIDINE AMIDE DERIVATIVES

Methods of preventing, treating or delaying the onset of HIV in a subject by administering to the subject novel pharmaceutically active arylmethyl pyrazolo[1,5-α ]pyrimidine amide derivatives, or pharmaceutical compositions containing the same are described. Additionally, compounds of novel pharmaceutically active arylmethyl piperazine pyrazolo[l,5-α]pyrimidine amide derivatives and their use for the manufacture of specific medicaments are described.

Photochemical Rearrangement of α-Chloro-Propiophenones to α-Arylpropanoic Acids: Studies on Chirality Transfer and Synthesis of (S)-(+)-Ibuprofen and (S)-(+)-Ketoprofen

A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.

Degradation kinetics of (±)-4'-ethyl-2-methyl-3-(1-pyrrolidinyl)propiophenone hydrochloride (HY-770) and structure-stability relationship among its analogues in aqueous solution

The kinetics and pathways for degradation of (±)-4'-ethyl-2-methyl-3-(1-pyrrolidinyl)propiophenone hydrochloride (HY-770; 1), a newly developed muscle-relaxing agent, and its analogues were studied in aqueous solution at 50°C, ionic strength 0.5 M, and pH 8.0-12.0. Compound 1 and its four analogues followed pseudo-first-order degradation kinetics at constant pH and temperature. From the analysis of the pH degradation-rate profiles, it is evident that specific hydroxide ion-catalyzed degradations of ionized and un-ionized species occur for 1 and its structural analogue, 3'-fluoro-2-methyl-3-(1-pyrrolidinyl)propiophenone hydrochloride (HN-961; 5). The hydroxide ion-catalyzed degradation of the ionized species was found to be 100 times faster than that of the un-ionized species and to be the major process at pH 9.0. On the contrary, 1 was extremely stable in 0.5 M HCl at 50°C, suggesting that the hydronium ion-catalyzed degradation and the spontaneous degradation of the ionized species is negligible. The Arrhenius plot for the degradation of 1 at 35-50°C and pH 9.0 showed that the apparent energy of activation was 22.0 kcal/mol. The degradation rates of the five structural analogues were significantly dependent on the electron withdrawing effect of the benzene substituents of the molecule.