2362-36-9

Upstream product

• 123-91-1 1,4-dioxane 
• 140863-24-7 1-(P-tolyl)ethyl chloroformate 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 91563-27-8 N-(1-p-tolylethyl)propionamide 
• 42070-98-4 1-(p-tolyl)ethylamine 
• 122-00-9 para-methylacetophenone 
• 108-88-3 toluene 

Downstream Products

• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 79744-75-5 4-methyl-1-methoxyethylbenzene 
• 91633-31-7 1-(para-methylphenyl)-1-azidoethane 
• 62054-75-5 2,2-Dimethyl-5-(1-p-tolyl-ethyl)-[1,3]dioxane-4,6-dione 
• 111662-73-8 1-(4-methylphenyl)ethyl ethyl ether 
• 86561-30-0 1-(4-methylphenyl)ethyl acetate 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 66398-70-7 1-methyl-4-(1-prop-2-ynyloxy-ethyl)-benzene 
• 51116-82-6 2-Cyan-3.3-dimethyl-4-p-tolylvaleriansaeure 
• 24267-36-5 1-(4-methylphenyl)eth-1-yl radical 

Relevant academic research and scientific papers

Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes

A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsymmetrical dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex molecules.

Ferric chloride–catalyzed deoxygenative chlorination of carbonyl compounds: A comparison of chlorodimethylsilane and dichloromethylsilane system

Deoxygenative chlorination of carbonyl compounds using the HMe2SiCl/FeCl3/EtOAc and HMeSiCl2/FeCl3/EtOAc systems has been systemically investigated. The HMe2SiCl-FeCl3 system showed the advantages of good substrate applicability, mild reaction conditions, simple operation, low cost, and easy availability of raw materials. Also, it provided a simple and efficient synthesis route for carbonyl deoxychlorination via a one-pot method. Using the HMeSiCl2/FeCl3/EtOAc system, the β-methylchalcone derivative could be obtained in good yields in addition to obtaining the chlorinated compound. Finally, two plausible reaction routes were proposed to describe the formation of the chlorinated compound and the β-methylchalcone derivative.

Iron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes

The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides. This journal is

Novel synthesizing method of 2-(4-bromomethyl)phenylpropionic acid

The invention belongs to the field of preparation of intermediates in chemical engineering, and particularly relates to a novel synthesizing method of 2-(4-bromomethyl)phenylpropionic acid. The novelsynthesizing method comprises the following steps of using 4-methyl acetophenone as the raw material; performing reduction, chlorinating and cyaniding, so as to obtain 2-(4-methyl)phenylpropionitrile;hydrolyzing, and brominating, so as to obtain the 2-(4-bromomethyl)phenylpropionic acid. The novel synthesizing method has the advantages that the yield rate is increased, and the cost of raw material is low; the novel synthesizing method is suitable for industrialized production.

Metal-free regioselective hydrochlorination of unactivated alkenes via a combined acid catalytic system

A combined acid HCl/DMPU-acetic acid catalytic system was used in the hydrochlorination of a wide range of unactivated alkenes. This hydrochlorination strategy is remarkably greener than previous reported methods in terms of high atom efficiency, no toxic waste generated and metal-free process. The higher efficiency, compared with other commercially available HCl reagents, was augmented by the good regioselectivity and functionality tolerance found. A stepwise mechanism for this hydrochlorination process was proposed based on kinetic studies.

Preparation method of 2-(4-bromomethyl)phenyl propionic acid

The invention discloses a preparation method of 2-(4-bromomethyl)phenyl propionic acid. The preparation method includes the steps of: performing a reaction to a compound (I) (4-methylstyrene) with hydrogen halide to prepare a compound (II), performing a Grignard reaction and a carboxylation reaction to the compound (II) to obtain a compound (IV), and performing a bromination reaction to obtain a compound (V) (2-(4-bromomethyl)phenyl propionic acid), wherein a byproduct compound (VI) is subjected to a debromination reaction to obtain the compound (V) (2-(4-bromomethyl)phenyl propionic acid). The method is low in cost, has simple operations, is high in yield, is environment-friendly, and is suitable for industrial production.

Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions

A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane (TMSBr).

Chlorination of benzylic and allylic alcohols with trimethylsilyl chloride enhanced by natural sodium montmorillonite

A new and practical method for the efficient chlorination of tertiary, secondary, and primary benzylic and allylic alcohols is described. The method is characterized by the formation of hydrogen chloride from trimethylsilyl chloride and trace water, the formation of a carbenium ion through the protonation of an alcohol and subsequent dehydration, and the chlorination of the carbenium ion. During the process, sodium ion-exchanged montmorillonite plays a crucial role in capturing the generated hydrogen chloride, stabilizing the carbenium intermediate as well as promoting the chlorination.

Indium chloride catalyzed alkylative rearrangement of propargylic acetates using alkyl chlorides, alcohols, and acetates: Facile synthesis of α-Alkyl-α,β-unsaturated carbonyl compounds

Indium chloride catalyzed alkylative rearrangement of propargylic acetates into α-alkyl-α,β-unsaturated carbonyl compounds has been achieved. Propargylic acetates functioned as α-acylvinyl anion equivalents to react with carbocations generated from alkyl

Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles

A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation.