369-32-4

Usage

Uses

Used in Pharmaceutical Industry:
4-FLUORO-3-METHYLACETOPHENONE is used as a pharmaceutical intermediate for the development of various drugs. Its unique structure allows for the creation of novel compounds with potential therapeutic applications, making it a valuable asset in the pharmaceutical sector.
Used in Organic Synthesis:
In the field of organic synthesis, 4-FLUORO-3-METHYLACETOPHENONE serves as an essential intermediate for the production of a wide range of organic compounds. Its versatile structure enables chemists to synthesize various molecules with different functional groups, further expanding its applications in research and development.

InChI:InChI=1/C9H9FO/c1-6-5-8(7(2)11)3-4-9(6)10/h3-5H,1-2H3

Upstream product

• 95-52-3 2-Fluorotoluene 
• 75-36-5 acetyl chloride 
• 452-68-6 1-fluoro-4-iodo-2-methylbenzene 
• 431-03-8 dimethylglyoxal 
• 252561-07-2 4-acetyl-2-methylphenyl trifluoromethanesulfonate 
• 452-75-5 4-chloro-2-fluorotoluene 
• 181827-49-6 1-(2-chloro-4-fluoro-5-methylphenyl)ethan-1-one 

Downstream Products

• 584-73-6 4,4'-difluoro-3'-methyl-trans-chalcone 
• 76475-79-1 1-(4-Fluoro-3-methyl-phenyl)-3-{4-[3-(4-fluoro-3-methyl-phenyl)-3-oxo-propyl]-piperazin-1-yl}-propan-1-one; hydrochloride 
• 76485-26-2 3-Dibenzylamino-1-(4-fluoro-3-methyl-phenyl)-propan-1-one; hydrochloride 
• 97311-37-0 5-Fluoro-3-[2-(4-fluoro-3-methyl-phenyl)-2-oxo-ethyl]-3-hydroxy-1,3-dihydro-indol-2-one 
• 81593-26-2 4-fluoro-3-methylphenylglyoxal 
• 87054-26-0 2,3-Bis-(4-fluoro-3-methyl-phenyl)-butane-2,3-diol 
• 63529-31-7 2-bromo-1-(4-fluoro-3-methyl-phenyl)-ethanone 
• 584-73-6 4-fluorobenzal-4'-fluoro-2'-methylacetophenone 
• 265107-37-7 1-(3-methyl-4-methylaminophenyl)ethanone 
• 128316-84-7 1-methyl-3-(4'-fluoro-3'-methylbenzoyl)methyleneindolin-2-one 
• 105321-48-0 3-methyl-4-fluoro-α-methylbenzylamine 
• 1138444-80-0 3-methyl-4-cyanoacetophenone 

Relevant academic research and scientific papers

Metal-Free Photoinduced Transformation of Aryl Halides and Diketones into Aryl Ketones

The acylation of aryl halides to prepare aryl ketones without metal catalyst represents an important yet challenging topic towards more sustainable ketone synthesis. Herein, we describe a simple and efficient metal-free protocol for the acylation of aryl halides with diketone under the irradiation of light utilizing N-methylpiperidine as base under an air atmosphere. This reaction can tolerate a wide range of functional groups and the corresponding ketones can be obtained in modest to good yields.

Method for synthesizing methyl 2-methyl-4-acetyl benzoate

The invention provides a method for synthesizing methyl 2-methyl-4-acetyl benzoate. The method comprises the following steps: (1) adding an acylating reagent to a solution with dissolved 2-fluorotoluene, and carrying out an acylation reaction so as to obtain 4-fluoro-3-methylacetophenone; (2) dissolving the obtained 4-fluoro-3-methylacetophenone, adding a cyanation reagent, and carrying out a cyanation reaction so as to obtain 3-methyl-4-cyanoacetophenone; (3) adding acid to the 3-methyl-4-cyanoacetophenone, and carrying out a hydrolysis reaction so as to obtain 2-methyl-4-acetylbenzoic acid;and (4) adding methanol to the 2-methyl-4-acetylbenzoic acid, and carrying out an esterification reaction so as to obtain methyl 2-methyl-4-acetyl benzoate. The method has simple operation, a high reaction yield, easily purchasable reagents and instruments and low cost, and is feasible in specific practical application.

Thiyl radical promoted chemo- and regioselective oxidation of CC bonds using molecular oxygen: Via iron catalysis

The first example of the thiyl radical promoted ligand-free iron-catalyzed oxidative cleavage of alkenes using molecular oxygen (1 atm) has been developed. The reaction proceeds under mild reaction conditions with high efficiency and high chemo- and regioselectivity. It features a broad substrate scope and excellent functional group compatibility, enabling facile access to valuable molecules for application in medicinal chemistry. Preliminary mechanistic studies reveal that a vital intermediate dioxetane might be involved in the reaction and a thiyl radical plays a synergistic role in facilitating the selective oxidation of the CC bond.

INSECTICIDAL COMPOUNDS BASED ON ARYLTHIOACETAMIDE DERIVATIVES

The present invention provides compounds of formula (I) wherein R1, R2, R3, R4, G1, n, A1, A2, A3, A4, Y1, Y2, and Y3 are as defined in the claims. The invention also relates to processes and intermediates for preparing these compounds, to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising these compounds and to methods of using these compounds to control insect, acarine, nematode and mollusc pests.

Accelerating palladium-catalyzed C-F bond formation: Use of a microflow packed-bed reactor

A flow process for Pd-catalyzed C-F bond formation is described. A microreactor with a packed-bed design allows for easy handling of large quantities of insoluble CsF with precise control over reaction times, efficient mixing, and the ability to safely handle elevated temperatures and pressures. A variety of aryl triflates, including heteroaryl ones, were converted into aryl fluorides in short reaction times (see scheme).

PROCESS FOR THE PREPARATION OF ISOXAZOLINE DERIVATIVES

The present invention relates to processes for the preparation of compounds of formula IB wherein A1, A2, A3, A4, L, Y1, Y2, R1, R2, R3, R4 and R5 are as defined in the claims, comprising reacting a compound of formula (II) wherein Y1, Y2, L, A1, A2, R1, R2, R3, R4 and R5 are as defined for the compound of formula (I); with hydroxylamine in the presence of water, a base and a chiral phase transfer catalyst, which chiral phase transfer catalyst is a quinine derivative. The invention also relates to compounds of formula IB and enantiomerically enriched mixtures comprising compounds of formula IB.

5-(3-Bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d] pyrimidin-4-ylamine: Structure-activity relationships of 7-substituted heteroaryl analogs as non-nucleoside adenosine kinase inhibitors

4-Amino-5,7-disubstituted pyridopyrimidines are potent, non-nucleoside inhibitors of adenosine kinase (AK). We recently identified a potent, orally efficacious analog, 4 containing a 7-pyridylmorpholine substituted ring system as the key structural element of this template. In this report, we disclose the pharmacologic effects of five- and six-membered heterocyclic ring replacements for the pyridine ring in 4. These replacements were found to have interesting effects on in vivo efficacy and genotoxicity as well as in vitro potency. We discovered that the nitrogen in the heterocyclic ring at C(7) is important for the modulation of mutagenic side effects (Ames assay).

Synthesis of substituted phenyl ketones via Pd-catalysed hydrodechlorination of their polychlorinated derivatives

The following compounds, 2- and 3-methylacetophenones, 2- and 3-methylbenzophenones, and 2,2'-, 2,3'- and 3,3'-dimethylbenzophenones have been synthesized through a Pd-catalysed hydrodechlorination of the corresponding dichlorinated derivatives. The reaction has been carried out under multiphase conditions at 30-50°C, by bubbling H2 at atmospheric pressure into a biphasic system constituted by an organic substrate solution (isooctane solvent) and an aqueous alkaline solution (50% aq KOH), in the presence of Pd/C (5% wt) and Aliquat 336 (tricaprylylmethylammonium chloride). Likewise, fluorinated aceto- and benzophenones (4-fluoro-3-methylacetophenone and 4-fluoro-3-methylbenzo-, 4-fluoro-2',3-dimethylbenzo-, 4-fluoro-3,3'-dimethylbenzophenones) have been prepared starting from the corresponding chlorinated methylfluoro and dimethyfluoro ketones. Under such conditions, the presence of the onium salt allows the reaction to proceed with a high chemoselectivity: chlorine is removed while both the reduction of the carbonyl group and/or fluorine removal are prevented.

Triazine derivatives, a process for preparing the derivatives, and herbicides containing the derivatives as the effective component

A triazine derivative represented by the general formula: STR1 wherein R1 and R2 are each an alkyl group having 1 to 4 carbon atoms, and X1 and X2 are each a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or an alkylthio group having 1 to 4 carbon atoms. This invention also provides a process for efficiently preparing said triazine derivative and a herbicide containing said triazine derivative as effective component.