2114-00-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Bromopropiophenone is used as a key intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its ability to participate in the manufacturing process of 1-acetamido-3-methyl-2-phenylimidazo[1,2-a]pyridinium bromide highlights its importance in the development of novel drugs.
Used in Chemical Synthesis:
In the chemical industry, 2-Bromopropiophenone is utilized as a starting material for the synthesis of 2-phenylmorpholinols, which are organic compounds with potential applications in various fields. Its versatility as a synthetic building block makes it valuable for creating a range of products.
Used in the Synthesis of N-Phenacylammonium Salts:
2-Bromopropiophenone is also employed in the synthesis of N-phenacylammonium salts, such as N-(α-benzoylbenzyl)-, N-(1-benzoylethyl)-, N-phenacyl-, pyrazinium, 3-bromoquinolinium, benzothiazolium, or p-cyanopyridinium hexafluoroantimonates. These salts have potential applications in various chemical and pharmaceutical processes, further demonstrating the versatility of 2-Bromopropiophenone in different industries.

InChI:InChI=1/C9H9BrO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,1H3/t7-/m1/s1

Upstream product

• 563-76-8 α-bromopropionyl bromide 
• 71-43-2 benzene 
• 29568-65-8 α-Bromopropiophenone cyclic ethylene acetal 
• 637-50-3 1-phenylpropene 
• 873-66-5 1-propenylbenzene 
• 766-90-5 cis-1-phenyl-1-propylene 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 103-65-1 phenylpropane 
• 64-19-7 acetic acid 
• 93-55-0 1-phenyl-propan-1-one 
• 22582-60-1 2-bromo-2-methyl-1,3-diphenyl-propane-1,3-dione 
• 673-32-5 1-Phenylprop-1-yne 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 74-88-4 methyl iodide 

Downstream Products

• 19134-50-0 (SR)-(+/-)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone 
• 5703-17-3 1-phenyl-2-piperidin-1-yl-propan-1-one 
• 93865-44-2 2-(4-methylpiperazin-1-yl)-1-phenylpropan-1-one 
• 46408-42-8 1-phenyl-2-(1H-imidazol-1-yl)propan-1-one hydrochloride 
• 100867-03-6 1-phenyl-2-(pyridine-3-sulfonyl)-propan-1-one 
• 99547-48-5 2-(3,4-dihydroisoquinolin-2(1H)-yl)-1-phenylpropan-1-one 
• 1826-18-2 thiazole-5-methyl-4-phenyl 
• 19968-59-3 2,5-dimethyl-4-phenyl-1,3-thiazole 
• 4304-93-2 2-methyl-1-methoxy-1-phenyl-oxirane 
• 101097-75-0 2-(4-nitrophenoxy)-1-phenyl-propan-1-one 
• 6998-17-0 bis(p-nitrophenylhydrazon)-1-phenylpropandione 
• 14195-15-4 α-(p-methylbenzenesulfonyl)propiophenone 
• 21486-46-4 1-phenyl-2-thiocyanato-propan-1-one 
• 19347-08-1 acetic acid 1-methyl-2-oxo-2-phenyl-ethyl ester 

Relevant academic research and scientific papers

The dopamine, serotonin and norepinephrine releasing activities of a series of methcathinone analogs in male rat brain synaptosomes

Rationale: Novel synthetic “bath salt” cathinones continue to appear on the street as abused and addictive drugs. The range of subjective experiences produced by different cathinones suggests that some compounds have primarily dopaminergic activity (possi

Regiospecific synthesis of α-diones, α,α-dialkoxyketones and α-alkoxy-α-sulfenylated ketones

A convenient synthesis of α-diones and their monoprotected acetals, i.e. α-ketoacetals, was developed by mercury induced solvolysis of regiospecifically formed α-chloro-α-(alkylthio)ketones. Analogously, α-alkoxy-α-sulfenylated ketones were formed when reacting α-chloro-α-sulfenylated ketones with an alkaline alcoholic medium, α-Alkoxy-α-sulfenylated ketones themselves could be transformed into α-diones or ?-ketoacetals, which in turn were hydrolyzed under anhydrous conditions into the corresponding α-diones. (C) 2000 Elsevier Science Ltd.

β-KETO SULFIDE COMPOUND, PHOTOCURING AGENT AND PHOTOSENSITIVE RESIN COMPOSITION COMPRISING THEM

To provide a β-keto sulfide compound, a photocuring agent and a photosensitive resin composition.SOLUTION: There are provided a compound represented by formula (1): (In the formula, Ring A represents a benzene ring or a naphthalene ring; R1 and R2 may be the same or different and each represents a hydrogen atom, an alkyl group which may have a substituent, and the like; R3 is an alkyl group, an acyl group, an alkoxy group, and the like; n represents an integer of 0 to 5; alternatively, R3 and R1 bonded to the carbon atom constituting Ring A may be bonded to each other to form a ring, and the ring may have a substituent; R4 represents an alkylene group which may have a hydroxy group; R5 represents an alkylene group; X represents an ester group and the like; Y represents a hydrogen atom or an organic group having a valency of 1 to 6;. p represents an integer of 1 to 6; q represents 0 or 1; with the proviso that when p represents 1, q represents 1 and Y represents a hydrogen atom, and that when p represents an integer of 2 to 6, q represents 0 or 1 and Y represents an organic group having a valency of 2 to 6), and a photocuring agent containing the compound, and a photosensitive resin composition containing them.SELECTED DRAWING: None

Nickel-Catalyzed Enantioconvergent Reductive Hydroalkylation of Olefins with α-Heteroatom Phosphorus or Sulfur Alkyl Electrophiles

Substantial advances in enantioconvergent C(sp3)-C(sp3) bond formation reactions have been made in recent years through the use of transition-metal-catalyzed cross-coupling reactions of racemic secondary alkyl electrophiles with organometallic reagents. Herein, we report a general process for the asymmetric construction of alkyl-alkyl bonds adjacent to heteroatoms, namely, a nickel-catalyzed enantioconvergent reductive hydroalkylation of olefins with α-heteroatom phosphorus or sulfur alkyl electrophiles. Including the use of readily available olefins, this reaction has considerable advantages, such as mild reaction conditions, a broad substrate scope, and good functional group compatibility, making it a desirable alternative to traditional electrophile-nucleophile cross-coupling reactions.

Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones

A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.

A metal-free aerobic oxidative bromination of anilines and aryl ketones with 2-methylpyridinium nitrate as a reusable ionic liquid

An aerobic oxidative bromination of anilines and aryl ketones catalyzed by recyclable 2-methylpyridinium nitrate ionic liquid is achieved in water using hydrobromic acid as the bromine source and molecular oxygen as the oxidant. The catalytic system shows good efficiency and atom economy.

Facile Approach to Geminal HeterodihalogenationOne-Pot Synthesis of α-Bromo-α-Chloro Ketones

An efficient and practical protocol for the geminal heterodihalogenation of methyl ketones by using readily available dimethyl sulfoxide and a combination of HCl and HBr is reported. Control experiments suggested that the acidity of the solution, as well as the oxidizing ability and nucleophilicity of the dimethyl sulfoxide might work cooperatively in ensuring the success of the tandem substitution. Its operational simplicity, easy accessibility, and mild oxidative conditions suggest that the present strategy might be useful for the assembly of bromochloromethyl functional groups in drug discovery.

Woody species: A new bio-based material for dual Ca/Mg catalysis with remarkable Lewis acidity properties

Advances in green catalysis have promoted the development of ecocatalysis encountered in most of the main transformations of organic chemistry. Taking advantage of the remarkable capacity of certain plants to hyperaccumulate transition metals into shoots or roots, we have addressed the direct use of metals derived from contaminated plant wastes as supported Lewis acid catalysts, coupling agents, oxidative and reducing catalysts in green chemistry. This approach constituted the first example of chemical catalyst based on phytotechnologies. Herein, we show that the concept can be extended to common and abundant plant species that are surprisingly appropriated for chemical catalysis. We present that willow, birch, plane and linden trees can be used to produce bio-based and original Lewis acid catalysts. The catalytic potential of these species will be illustrated through two representative transformations, acetalisation and oxidative esterification. Thanks to their original polymetallic composition, ecocatalysts provided better results compared to classical metal chlorides such as MgCl2, CaCl2 or ZnCl2. This illustrates the interest of the ecocatalysis and is incorporated within the green and sustainable chemistry concept.

NBS-mediated synthesis of β-keto sulfones from benzyl alcohols and sodium arenesulfinates

An efficient synthetic route towards the synthesis of β-keto sulfones has been developed from secondary benzyl alcohols using N-bromosuccinimide (NBS). The present protocol utilizes NBS as oxidant as well as brominating agent, readily accessible benzyl alcohols and sodium arenesulfinates as the sulfonylating reagent under mild conditions. The control experiments revealed that the reaction proceeds via oxidation of alcohol to ketone, α-bromination of ketone and nucleophilic substitution by sodium arenesulfinate. Furthermore, the efficiency of the methodology was tested with a gram scale reaction and also shown the synthetic utility.

Method of utilizing micro channel reactor to prepare pentafluorophenoxyl ketones continuously

The invention discloses a method of utilizing a micro channel reactor to prepare pentafluorophenoxyl ketones continuously. Cheap and easily available styrene and pentafluorophenol are taken as the primary raw materials, two step continuous reactions are carried out in a micro channel reactor to obtain pentafluorophenoxyl ketones, the reaction time is shortened to several minutes from several hours; the product yield is high, the reaction efficiency is obviously enhanced, no any pricy organic catalyst or metal catalyst is needed, the operation is simple, the cost is low, the preparation technology is easy to control, the safety is high, the reaction conditions are mild, and the method can be applied to industrial production.