26586-40-3

Usage

Uses

Used in Pharmaceutical Synthesis:
(4-Azepan-1-ylphenyl)ethan-1-one is used as a building block in the synthesis of various pharmaceuticals for its unique chemical structure and reactivity.
Used in Organic Synthesis:
(4-Azepan-1-ylphenyl)ethan-1-one is used as a key intermediate in organic synthesis for the preparation of complex organic molecules and compounds.
Used in Drug Development:
(4-Azepan-1-ylphenyl)ethan-1-one is used as a starting material in the development of new drugs and materials, owing to its potential applications in medicinal chemistry and its characteristic properties.

InChI:InChI=1/C14H19NO/c1-12(16)13-6-8-14(9-7-13)15-10-4-2-3-5-11-15/h6-9H,2-5,10-11H2,1H3

Upstream product

• 111-49-9 hexamethylene imine 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Downstream Products

• 223541-23-9 6-(4-Acetylphenylamino)hexanal 

Relevant academic research and scientific papers

Exploring Tandem Ruthenium-Catalyzed Hydrogen Transfer and SNAr Chemistry

A hydrogen-transfer strategy for the catalytic functionalization of benzylic alcohols via electronic arene activation, accessing a diverse range of bespoke diaryl ethers and aryl amines in excellent isolated yields (38 examples, 70% average yield), is reported. Taking advantage of the hydrogen-transfer approach, the oxidation level of the functionalized products can be selected by judicious choice of simple and inexpensive additives.

Ruthenium-catalyzed transfer hydrogenation of amino- and amido-substituted acetophenones

The ruthenium-catalyzed transfer hydrogenation of electron-rich amino-substituted acetophenones is reported. Variation of the reductant, ligands, base, and solvent allowed reaction optimization. A key discovery was the use of 1,4-butanediol as an irreversible reducing agent, which significantly improved the conversion. A range of amino- and amido-substituted aryl ketones were explored, and they all gave the corresponding alcohols in good yield, which demonstrates the wider applicability of this process. The ruthenium-catalyzed reduction of electron-rich amino-substituted acetophenones with 1,4-butanediol as an irreversible reducing agent is reported. Optimization of the conditions and variation of the amino substituent are explored as is the use of amido- and sulfonamidoacetophenones with varying results. Copyright

Cyclizations via enamine intermediates with amine dehydrogenations

The mercury-edta dehydrogenation of the 4'-aminosubstituted-acetophenones 1, 8a and 9a produced the ring cleavaged derivatives 7, 11a and 12a, while the piperidine and its derivatives 10a - 10e gave rise to tetracyclic compounds 16a - 16e and to methylenedi-enamines 19a - 19d, the additionally C-1-fragment in 19a - 19d probably coming from mercury edta. With addition of m-nitrobenzaldehyde to the mercury-edta dehydrogenation of substituted phenylpiperidines another route only generated the di-enamines 22.