7182-10-7

Usage

Structure

Piperidine derivative with a butenyl group attached to the nitrogen atom

Applications

a. Synthesis of pharmaceuticals
b. Synthesis of agrochemicals
c. Potential use as an insecticide
d. Investigation for treatment of neurological disorders (e.g., Parkinson's disease)

Insecticidal properties

Shown to be promising

Neurological relevance

Ability to modulate dopamine receptors in the brain

Versatility

Range of potential applications in various industries

InChI:InChI=1/C9H17N/c1-2-3-7-10-8-5-4-6-9-10/h3,7H,2,4-6,8-9H2,1H3

Upstream product

• 110-89-4 piperidine 
• 123-72-8 butyraldehyde 
• 109-74-0 propyl cyanide 

Downstream Products

• 69457-10-9 2-(4-chloro-phenylhydrazono)-butyraldehyde 
• 69457-11-0 2-(4-nitro-phenylhydrazono)-butyraldehyde 
• 7062-04-6 2-(4-methoxy-phenylhydrazono)-butyraldehyde 
• 858261-50-4 1-(2,4,6-triethyl-cyclohexa-2,4-dienyl)-piperidine 
• 90554-57-7 3-Butylidene-2-phenyl-1-pyrroline 
• 90331-06-9 1-tert-Butyl-3-ethyl-4-phenyl-1-aza-1,3-butadiene 
• 73669-44-0 3,5-diethyl-4-phenylpyridine 
• 21915-88-8 (E)-1-(4-Bromo-phenyl)-4-[1-piperidin-1-yl-meth-(E)-ylidene]-hex-2-en-1-one 
• 99217-20-6 2-(4-bromophenyl)-5-ethylpyridine 
• 332-15-0 1-(2-phenylethynyl)piperidine 
• 74796-71-7 2,3,5-triphenyl-pyridine 
• 90554-54-4 2,5-Diphenyl-3-ethylpyridine 
• 90554-35-1 [2-Methylene-but-(E)-ylidene]-phenyl-amine 
• 88365-40-6 (E)-2-piperidino-2-pentenenitrile 

Relevant academic research and scientific papers

Colloid and nanosized catalysts in organic synthesis: XIV. Reductive amination and amidation of carbonitriles catalyzed by nickel nanoparticles

Hydrogenation of carbonitriles catalyzed by nickel nanoparticles in the presence of primary amines led to the predominant formation of unsymmetrical secondary amines. In the presence of secondary amines hydrogenation of nitrites provided enamines as main products. Hydrogenation of nitriles in the presence of formamide or acetamide afforded formyl or acetyl derivatives of primary amines.

Enamines from Iodine Oxidation of Trialkylamines. 1. Electrophilic Capture by Cationic Heterocyclic Rings

Simple enamines derived from acetaldehyde, acetone, and propionaldehyde were generated in situ by iodine oxidation of triethylamine, N,N-diisopropylmethylamine, and tri-n-propylamine, respectively.The enamines were captured by a variety of cationic substrates including trityl, indolizinium, dithiolium, pyrylium, thiapyrylium, selenapyrylium, and tellapyrylium cations.The use of a second equivalent of iodine (or excess) oxidized the initial products of enamine capture to various iminium dyes.These dyes were easily hydrolyzed to heterocyclylidene aldehydes and ketones.Cyclic amines such as N-methylpyrrolidine gave enamines derived from ring oxidation. 2-Cyano-N,N-dimethylethylamine generated a cyano-substituted enamine under the reaction conditions.

Synthesis of α-Cyanoenamines by Cyanation of α-Bromoimmonium Bromides and Dehydrobromination of β-Bromo-α-(dialkylamino)nitriles

The reaction of α-bromoimmonium bromides 4 with potassium cyanide in dimethylformamide gave rise to β-bromo-α-(dialkylamino)nitriles 5, which were dehydrobrominated in various base solvent systems to afford (E)- and (Z)-α-cyanoenamines 2.An adaption of a previously published preparation of α-cyanoenamines starting from aldehydes via enamines led to an improved, efficient and fast synthesis of the title compounds.