2890-83-7

Usage

Uses

Used in Medicinal Chemistry:
(2-HYDROXY-PHENYL)-PIPERIDIN-1-YL-METHANONE is used as a compound in medicinal chemistry for its potential to contribute to the development of new drugs. Its unique structure and pharmacological properties make it a promising candidate for drug discovery research.
Used in Drug Discovery Research:
In the field of drug discovery, (2-HYDROXY-PHENYL)-PIPERIDIN-1-YL-METHANONE is utilized as a chemical entity for exploring its potential biological activities. Further studies are required to fully understand its pharmacological properties and determine its suitability for various therapeutic applications.

InChI:InChI=1/C12H15NO2/c14-11-7-3-2-6-10(11)12(15)13-8-4-1-5-9-13/h2-3,6-7,14H,1,4-5,8-9H2

Upstream product

• 110-89-4 piperidine 
• 118-55-8 phenyl Salicylate 
• 1441-87-8 salicyloyl chloride 
• 776-75-0 N-benzoylpiperidine 
• 90-02-8 salicylaldehyde 
• 444-30-4 2-(trifluoromethyl)phenol 
• 16641-71-7 1-(phenoxycarbonyl)piperidine 
• 69-72-7 salicylic acid 
• 347370-91-6 (1H-benzo[d][1,2,3]triazol-1-yl)(2-hydroxyphenyl)methanone 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 

Downstream Products

• 102006-19-9 1-[2-(2,3-dihydroxy-propoxy)-benzoyl]-piperidine 
• 4764-13-0 2-(N-piperidinylmethyl)phenol 
• 1295624-52-0 C₁₅H₂₀BrNO₂ 
• 1295624-36-0 2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}phenyl(piperidin-1-yl)methanone 
• 1295624-60-0 2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}phenyl(piperidin-1-yl)methanone hydrochloride 
• 110665-05-9 1-[2-(2-hydroxy-3-o-tolyloxy-propoxy)-benzoyl]-piperidine 

Relevant academic research and scientific papers

Amidation of Aldehydes with Amines under Mild Conditions Using Metal-Organic Framework Derived NiO@Ni Mott-Schottky Catalyst

Here we report a facile method for the synthesis of nickel oxide-nickel (NiO@Ni) Mott-Schottky catalyst employing metal-organic framework (MOF) as the precursor. A direct amidation protocol of aldehydes with amines has been optimized under mild conditions using NiO@Ni Mott-Schottky catalyst and it shows far better catalytic activity than the NiO?Ni nanoparticles prepared from simple Ni2+ salt under similar reaction conditions. The heterogeneous catalyst is robust, recyclable and efficient to provide comparable yield to costly ligand-based homogeneous Ni catalysts. The scope of the reaction protocol has been explored with variably substituted substrates. The reaction initiates by homolytic cleavage of peroxide and proceeds through radical mechanism.

Metal-free one-pot synthesis of amides using graphene oxide as an efficient catalyst

Graphene oxide (GO), exhibiting a high degree of oxygen functionality and various structural defects, was found to be a highly efficient and cost effective carbocatalyst for the one-pot base-free synthesis of amides from aromatic aldehydes and secondary amine. The chemical and structural features of GO, as probed by FTIR, Raman, XRD and HRTEM analyses, were discussed to understand the catalytic mechanism for the synthesis of amides. The present method obviates the use of transition metal catalysts and needs shorter reaction time. This journal is

Metal-free one-pot synthesis of amides using graphene oxide as an efficient catalyst

Graphene oxide (GO), exhibiting a high degree of oxygen functionality and various structural defects, was found to be a highly efficient and cost effective carbocatalyst for the one-pot base-free synthesis of amides from aromatic aldehydes and secondary amine. The chemical and structural features of GO, as probed by FTIR, Raman, XRD and HRTEM analyses, were discussed to understand the catalytic mechanism for the synthesis of amides. The present method obviates the use of transition metal catalysts and needs shorter reaction time. This journal is

Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant

A sequential oxidative approach was designed to functionalize salicylaldehyde derivatives and provide corresponding bi-functional amide-carbamate and amide-quinone units. A combination of metal/metal free conditions and TBHP as the external oxidant provid

Ruthenium-catalyzed oxidative C(sp2)-H bond hydroxylation: Site-selective C-O bond formation on benzamides

Well-defined ruthenium carboxylate complexes enabled unprecedented ruthenium-catalyzed C(sp2)-H hydroxylations on benzamides with PhI(OAc)2 as the oxidant at a remarkably low catalyst loading of 1.0 mol %.

Gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium

An efficient gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium under mild reaction conditions has been developed.

Synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups

Figure presented In this paper, a novel synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups is presented. Anionically activated trifluoromethyl groups react with secondary amines under aqueous conditions to afford tertiary amides. The mechanism involves initial elimination of hydrogen fluoride by an E1cB mechanism to afford an electrophilic quinone methide- or azafulvene-type intermediate that reacts with secondary amines under aqueous conditions to afford the tertiary amide in good yield (up to 99%).

Anionic ortho-fries rearrangement, a facile route to arenol-based mannich bases

Phenol and 1-naphthol-based carbamates undergo the anionic ortho-Fries rearrangement to their corresponding amides. Bulky substitution at position 8 of 1-naphthol-based carbamates makes the rearrangement an exclusive reaction, even at -90 C, under a variety of conditions. The amides can be efficiently reduced to the corresponding Mannich bases. A novel route to 7-[(dialkylamino)methyl]-8- hydroxy-1-naphthaldehydes is presented.

Direct synthesis of esters and amides from unprotected hydroxyaromatic and -aliphatic carboxylic acids

A facile method for the activation of hydroxy-substituted carboxylic acids using benzotriazole chemistry without prior protection of the hydroxy substituents is presented. The N-acylbenzotriazole intermediates 2a-g, 6a-d, and 9a-c have been used for high-yielding synthesis of both aliphatic (3a-1) and aromatic (7a-h, 10a-f) hydroxy carboxamides. High yields of aromatic hydroxy esters 12a-h and 13a-i were obtained using either neat alcohols in neutral microwave conditions or nucleophilic alkoxides and the intermediate N-(arylacyl)benzotriazoles. Moderate yields were obtained in the case of aliphatic hydroxy esters 11a,b and thiolesters 11e-g from the intermediates 2a-c.

Solvent effect on intramolecular general base-catalysed aminolysis of ionized phenyl salicylate

The nucleophilic second-order rate constants (k1) for the reactions of ionized phenyl salicylate (PS-) with primary and secondary amines in 70percent (v/v) ethanol-water reveal Bronsted plots of slopes βnuc1 = 0.32 +/- 0.10 and βnuc2 = 0.22 +/- 0.02, respectively.Different Bronsted slopes obtained for the reactions of PS- with primary and secondary amines suggest the occurrence of different locations of the transition state in the critical rate-determining step.The change in water content from 99.2 to 70percent (v/v) in EtOH-H2O causes reduction in k1 by ca. 3-fold for all the amines studied.Ionization constants of all the protonated amines turn out to be larger in 70percent (v/v) EtOH-H2O than in pure water.