91245-82-8

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE is used as a reagent for the synthesis of pharmaceuticals due to its ability to contribute to the production of various fine chemicals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Research and Development:
1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE serves as a building block in the synthesis of various derivatives, making it a valuable component in research and development for drug discovery. Its versatile nature enables the exploration of new chemical pathways and the creation of innovative compounds with potential applications in medicine and other fields.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE is employed as a key component in the creation of a wide range of compounds. Its unique structure and properties make it an essential tool for chemists working on the development of new materials and substances with specific functions and properties.

Upstream product

• 917-64-6 methyl magnesium iodide 
• 35525-86-1 4-cyano-N,N-dimethylbenzylamine 
• 4748-78-1 4-ethylbenzylaldehyde 
• 1008119-09-2 4-acetyl-N,N-dimethylbenzamide 
• 17201-43-3 4-cyanobenzyl bromide 
• 104-85-8 para-methylbenzonitrile 

Downstream Products

• 94983-84-3 4--β-hydroxyimino-acetophenon 

Relevant academic research and scientific papers

Aerobic Oxidation of 4-Alkyl-N,N-dimethylbenzylamines Catalyzed by N-Hydroxyphthalimide: Protonation-Driven Control over Regioselectivity

A change in regioselectivity has been observed in the hydrogen atom transfer (HAT) reactions from 4-alkyl-N,N-dimethylbenzylamines (alkyl = ethyl, isopropyl, and benzyl) to the phthalimide N-oxyl radical (PINO) by effect of protonation. This result can be rationalized on the basis of an acid-induced deactivation of the C-H bonds α to nitrogen toward HAT to PINO as evidenced by the 104-107-fold decrease in the HAT rate constants in acetonitrile following addition of 0.1 M HClO4. This acid-induced change in regioselectivity has been successfully applied for selective functionalization of the less activated benzylic C-H bonds para to the CH2N(CH3)2 group in the aerobic oxidation of 4-alkyl-N,N-dimethylbenzylamines catalyzed by N-hydroxyphthalimide in acetic acid.

Iron-catalyzed oxyfunctionalization of aliphatic amines at remote benzylic C-H sites

We report the development of an iron-catalyzed method for the selective oxyfunctionalization of benzylic C(sp3)-H bonds in aliphatic amine substrates. This transformation is selective for benzylic C-H bonds that are remote (i.e., at least three carbons) from the amine functional group. High site selectivity is achieved by in situ protonation of the amine with trifluoroacetic acid, which deactivates more traditionally reactive C-H sites that are α to nitrogen. The scope and synthetic utility of this method are demonstrated via the synthesis and derivatization of a variety of amine-containing, biologically active molecules.

Chemoselective Reduction of Tertiary Amides to Amines Catalyzed by Triphenylborane

Triphenylborane (BPh3) was found to catalyze the reduction of tertiary amides with hydrosilanes to give amines under mild condition with high chemoselectivity in the presence of ketones, esters, and imines. N,N-Dimethylacrylamide was reduced to provide the α-silyl amide. Preliminary studies indicate that the hydrosilylation catalyzed by BPh3may be mechanistically different from that catalyzed by the more electrophilic B(C6F5)3.