33994-12-6

Usage

Uses

Used in Pharmaceutical Industry:
3-bromo-1-(4-chlorophenyl)propan-1-one is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex organic molecules, contributing to the development of new drugs and therapies.
Used in Organic Synthesis:
3-bromo-1-(4-chlorophenyl)propan-1-one is used as a building block in organic synthesis for its versatility in chemical reactions, allowing for the creation of a wide range of organic compounds for various applications.

Upstream product

• 15486-96-1 3-Bromopropionyl chloride 
• 108-90-7 chlorobenzene 
• 7623-16-7 3-bromopropionyl bromide 
• 877-37-2 2-bromo-1-(4-chlorophenyl)-1-propanone 
• 6285-05-8 4'-chloropropiophenone 

Downstream Products

• 33994-16-0 3-Brom-p-chlorphenyl-propanol-1 
• 32594-52-8 β-(piperidino)-p-chloropropiophenone 
• 7448-87-5 p-chlorophenyl vinyl ketone 
• 108664-82-0 1-[3-(4-Chloro-phenyl)-3-oxo-propyl]-1H-quinolin-2-one 
• 33994-20-6 3-Brom-1-chlor-1-p-chlorphenyl-propan 
• 1323153-64-5 1-(4-chlorophenyl)-4-(quinolin-2-yl) butan-1-one 
• 1323154-15-9 2-(3-(2-(4-chlorophenyl)-1,3-dioxolan-2-yl)propyl)quinoline 
• 1323154-29-5 C₁₁H₁₂BrClO₂ 
• 73387-53-8 3-(4'-chlorophenyl)-1-methylpyrazole 
• 13941-59-8 3-(4-chlorophenyl)-2-isoxazoline 
• 1453810-92-8 C₁₄H₁₅ClO₅ 
• 1453811-04-5 dimethyl 2-(4-chlorobenzoyl)cyclopropane-1,1-dicarboxylate 
• 108664-48-8 1-[2-(4-Chloro-benzoyl)-allyl]-1H-quinolin-2-one 

Relevant academic research and scientific papers

Transformation of arenes into 3-arylpyrazoles and 3-arylisoxazolines with β-bromopropionyl chloride, hydrazine, and hydroxylamine

Successive treatment of arenes with β-bromopropionyl chloride and AlCl3, followed by the reactions with hydrazines and Na2CO3, and then with MnO2 gave the corresponding 3-arylpyrazoles in one pot in good to moderate yields. The same successive treatment of arenes with β-bromopropionyl chloride and AlCl3, followed by the reactions with hydroxylamine and KF gave the corresponding 3-arylisoxazolines in one pot in good to moderate yields.

Solvent free, light induced 1,2-bromine shift reaction of α-bromo ketones

Photolysis of α-bromopropiophenones in acetonitrile results in formation of β-bromopropiophenones with good product selectivity, which can be coined as 1,2-Br shift reaction. The product selectivity increases when the reaction is done in neat or solid state, where only the 1,2-Br shift product is formed in some cases. The reaction is suggested to proceed by C–Br bond homolysis to give a radical pair, followed by disproportionation and conjugate addition of HBr to the α,β-unsaturated ketone intermediate. When the unsaturated intermediate is stabilized by an extra conjugation, the reaction stops at the stage, in which the unsaturated ketone becomes a major product. The synthetic method described in this research fits in a category of eco-friendly organic synthesis nicely since the reaction does not use volatile organic solvents and any other additives such as acid, base or metal catalysts, etc. Besides, the method fits into perfect atom economy, which does not give any side products. The synthetic method should find much advantage over other alternative methods to obtain β-bromo carbonyl compounds.

PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.

Anodic cyclization of dimethyl 2-(3-Oxo-3-arylpropyl) malonates into the corresponding dimethyl 2-aroylcyclopropane-1,1-dicarboxylates

A variety of dimethyl 2-(3-oxo-3-arylpropyl)malonates were electrooxidized in methanol, in the presence of potassium iodide and a base or a neutral salt, to give the corresponding cyclized dimethyl 2-aroylcyclopropane-1,1- dicarboxylates in moderate to good yields. The reactions were carried out under extremely mild reaction conditions, in which the optimal amount of electrolytic current varied from 2.12-2.41 F·mol-1 depending on the substrates. The reaction presumably proceeds via a two-electron oxidation process, in which iodide ions play an important role as the electron carrier between the anode and the substrate. Georg Thieme Verlag Stuttgart. New York.

Enantioselective synthesis of quinolizidines and indolizidines via a catalytic asymmetric hydrogenation cascade

A catalytic enantioselective synthesis of a new class of quinolizidines and indolizidines is presented. An asymmetric Bronsted acid catalyzed hydrogenation cascade as well as a sequential Bronsted acid/metal catalyzed hydrogenation protocol of 2-substituted quinolines yields benzofused quinolizidines and indolizidines in good yields with high diastereo- and enantioselectivities. Georg Thieme Verlag Stuttgart - New York.

EFFECT OF THE STRUCTURE OF THE REAGENTS ON THE FORMATION RATE OF ARYL VINYL KETONES IN THE REACTION OF AMINES WITH β-HALOGENOPROPIOPHENONES

The dependence of the formation rate of aryl vinyl ketones in the reaction of ring-substituted β-halogenopropiophenones with various amines on the structure of the reagents was investigated.By analysis of the obtained data it was concluded that the process takes place by an E2 mechanism through an anion-like transition state.