20368-13-2

Basic information

• Product Name: 1-(piperidin-1-yl)nonan-1-one
• CAS NO: 20368-13-2
• Molecular Formula: C₁₄H₂₇NO
• Molecular Weight: 225.3703
• Mol File: 20368-13-2.mol

Chemical Properties

• Boiling Point: 346.2°C at 760 mmHg
• Flash Point: 142.6°C
• Density: 0.922g/cm³
• Vapor Pressure: 5.84E-05mmHg at 25°C
• Refractive Index: 1.47
• CAS DataBase Reference: 1-(piperidin-1-yl)nonan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(piperidin-1-yl)nonan-1-one(20368-13-2)
• EPA Substance Registry System: 1-(piperidin-1-yl)nonan-1-one(20368-13-2)

Safety Data

• Hazardous Substances Data: 20368-13-2(Hazardous Substances Data)

Usage

Chemical class

Ketones

Explanation

1-(piperidin-1-yl)nonan-1-one is an organic compound characterized by a carbonyl group (C=O) bonded to two carbon atoms.

Explanation

The compound consists of a nonane (9-carbon) chain with a piperidine ring (a saturated heterocyclic amine) attached to the first carbon.

Explanation

1-(piperidin-1-yl)nonan-1-one is commonly used as a starting material for the synthesis of various pharmaceuticals and organic compounds.

Explanation

The compound has been found to exhibit biological activities, such as inhibiting the enzyme FAAH, which plays a role in the endocannabinoid system.

Explanation

Due to its potential applications in drug development and medicinal chemistry, 1-(piperidin-1-yl)nonan-1-one is of interest to researchers and chemists.

Structure

Nonane chain with a piperidine ring attached at the first carbon

Precursor in synthesis

Pharmaceutical and organic compounds

Biological activity

Potential inhibitor of fatty acid amide hydrolase (FAAH)

Interest to researchers

Drug development and medicinal chemistry

Upstream product

• 110-89-4 piperidine 
• 112-05-0 nonanoic acid 
• 135676-75-4 1,5-Dinonanoyl-[1,3,5]triazinane-2,4-dione 
• 111-66-0 oct-1-ene 
• 201230-82-2 carbon monoxide 
• 6091-44-7 piperidine hydrochloride 
• 215667-89-3 3-iodo-1-piperidino-1-propanone 
• 90154-52-2 3-bromo-1-(piperidin-1-yl)propan-1-one 
• 764-85-2 Nonanoyl chloride 
• 74472-23-4 3-nonanoyl-1,3-thiazolidine-2-thione 

Relevant articles and documents

Flexible and Chemoselective Oxidation of Amides to α-Keto Amides and α-Hydroxy Amides

A suite of flexible and chemoselective methods for the transition-metal-free oxidation of amides to α-keto amides and α-hydroxy amides is presented. These highly valuable motifs are accessed in good to excellent yields and stereoselectivities with high functional group tolerance. The utility of the method is showcased by the formal synthesis of a potent histone deacetylase inhibitor.

Chemoselective Intermolecular Cross-Enolate-Type Coupling of Amides

A new approach for the synthesis of 1,4-dicarbonyl compounds is reported. Chemoselective activation of amide carbonyl functionality and subsequent umpolung via N-oxide addition generates an electrophilic enolonium species that can be coupled with a wide range of nucleophilic enolates. The method conveys broad functional group tolerance on both components, does not suffer from formation of homocoupling byproducts and avoids the use of transition metal catalysts.

Selective Palladium-Catalyzed Aminocarbonylation of Olefins to Branched Amides

A general and efficient protocol for iso-selective aminocarbonylation of olefins with aliphatic amines has been developed for the first time. Key to the success for this process is the use of a specific 2-phosphino-substituted pyrrole ligand in the presence of PdX2(X=halide) as a pre-catalyst. Bulk industrial and functionalized olefins react with various aliphatic amines, including amino-acid derivatives, to give the corresponding branched amides generally in good yields (up to 99 %) and regioselectivities (b/l up to 99:1).

Rh(I)-Catalyzed Hydroamidation of Olefins via Selective Activation of N-H Bonds in Aliphatic Amines

Hydroamidation of olefins constitutes an ideal, atom-efficient method to prepare carboxylic amides from easily available olefins, CO, and amines. So far, aliphatic amines are not suitable for these transformations. Here, we present a ligand- and additive-free Rh(I) catalyst as solution to this problem. Various amides are obtained in good yields and excellent regioselectivities. Notably, chemoselective amidation of aliphatic amines takes place in the presence of aromatic amines and alcohols. Mechanistic studies reveal the presence of Rh-acyl species as crucial intermediates for the selectivity and rate-limiting step in the proposed Rh(I)-catalytic cycle. (Chemical Formula Presented).

Preparation and Characterization of 1,5-Diacyl-2,4-dioxohexahydro-1,3,5-triazines with Higher Acyl Groups

The title compounds were prepared from 2,4-dioxohexahydro-triazine (DHT) and the corresponding acid chlorides in the presence of sulphuric acid.They are active acylating agents against piperidine in dioxane as the solvent.Only the diacyl derivatives of DHT with acyl chain lengths up to C6 react with aqueous solutions of sodium perborate forming the corresponding peroxy acids.

DODECACARBONYLTRIRUTHENIUM CATALYSED CARBONYLATION OF AMINES AND HYDROAMIDATION OF OLEFINS

Dodecacarbonyltriruthenium (Ru3(CO)12) is an effective homogeneous catalyst precursor for the carbonylation of amines and hydroamidation of olefins under a carbon monoxide pressure of 40 kg cm-2 at 120-180 deg C.By the carbonylation of benzylamine, N- benzylformamide was obtained in 77percent yield. 1-Octene was hydroamidated with benzylamine to N-benzylnonanamide in 67percent yield (the selectivity to its linear isomer was 81percent).These reactions appear to include ruthenium carbamoyl complex as the common key intermediate.

Monitored Aminolysis of 3-Acyl-1,3-thiazolidine-2-thiones: Synthesis of Amides and Amide Alkaloids

A functional heterocycle, 3-acyl-1,3-thiazolidine-2-thione has been shown to be effective as an acylating reagent for the amino group.ATT (1) was readily prepared by several methods, and reacted with various amino compounds in CHCl3, CH2Cl2, THF, EtOH, THF-H2O, or sulfolane to afford the corresponding amides, 2a-w and 3-10 in very high yields within a short time.This reagent exhibits high chemo-selectivity.Its reaction with the diamines 13 and 15 and the triamine 29, which include a primary amino group(s) and a secondary amino group, gave the products acylated only at the primary amino group(s), 14, 16, and 30, respectively, in high yields.Aminoalcohols and aminophenols were chemoselectively converted into acylaminoalcohols and acylaminophenols, respectively, by ATT (1).By utilizing this method, several amide alkaloids (26, 28, 30, and 34) were efficiently synthesized.This new aminolysis can be monitored by the disappearance of the yellow color of the starting materials, ATT (1); it is remarkably characteristic of this reaction. Keywords - monitored aminolysis; 3-acyl-1,3-thiazolidine-2-thione; high chemo-selectivity; amide synthesis; fagaramide; dolicotheline; spermidine; maytenine; N-ferulyltryptamine

MONITORED AMINOLYSIS OF 3-ACYLTHIAZOLIDINE-2-THIONE : A NEW CONVENIENT SYNTHESIS OF AMIDE

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