1-(4-Ethynylphenyl)piperidine

Base Information

• Chemical Name: 1-(4-Ethynylphenyl)piperidine
• CAS No.: 41876-66-8
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• Hs Code.: 2933399090
• European Community (EC) Number: 676-154-3
• DSSTox Substance ID: DTXSID80482325
• Nikkaji Number: J2.185.484K
• Wikidata: Q72477842
• Mol file: 41876-66-8.mol

Synonyms:1-(4-ethynylphenyl)piperidine;41876-66-8;4'-N-Piperidinophenyl acetylene;p-piperidino-phenylacetylene;SCHEMBL1136937;1-(4-ethynyl-phenyl)-piperidine;DTXSID80482325;HSVTWKBBVMEXGW-UHFFFAOYSA-N;MFCD03839993;AKOS006237187;AB16356;AC-6441;A6878;CS-0170799;FT-0639746;1-(4-ethynyl-phenyl)-piperidine, AldrichCPR;A1-19120;Q-102441

Chemical Property of 1-(4-Ethynylphenyl)piperidine

Chemical Property:

• Vapor Pressure: 0.000708mmHg at 25°C
• Melting Point: 73-74℃
• Refractive Index: 1.577
• Boiling Point: 307.8 °C at 760 mmHg
• Flash Point: 127.6 °C
• PSA: 3.24000
• Density: 1.04 g/cm³
• LogP: 2.72320
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 185.120449483
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Ethynylphenyl)piperidine 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)N2CCCCC2

Technology Process of 1-(4-Ethynylphenyl)piperidine

There total 5 articles about 1-(4-Ethynylphenyl)piperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

4-(piperidin-1-yl)benzaldehyde (10338-57-5) + diazomethyl-trimethyl-silane (18107-18-1) → 1-(4-ethynylphenyl)piperidine (41876-66-8)

Guidance literature:

diazomethyl-trimethyl-silane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

4-(piperidin-1-yl)benzaldehyde; In tetrahydrofuran; at -78 ℃; for 1h;

Reference yield:

1-(4-iodophenyl)piperidine (55376-34-6) → 1-(4-ethynylphenyl)piperidine (41876-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: CuI; TEA / Cl₂Pd(PPh₃)3 / 20 °C

2: K₂CO₃ / methanol / 2 h / 20 °C

With copper(l) iodide; TEA; potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In methanol;

DOI:10.1039/b403775h

Reference yield:

iodobenzene (591-50-4) → 1-(4-ethynylphenyl)piperidine (41876-66-8)

Guidance literature:

Multi-step reaction with 3 steps

1: CuI; triethylamine; H₂ / dichlorobis(triphenylphosphine)palladium(II) / 20 °C

2: K₂CO₃ / methanol

With copper(l) iodide; hydrogen; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol;

DOI:10.1039/b305943j

upstream raw materials:

1-(4-trimethylsilanylethynyl-phenyl)-piperidine

1-(4-iodophenyl)piperidine

iodobenzene

4-(piperidin-1-yl)benzaldehyde

Downstream raw materials:

4-methyl-7-(2-(4-(piperidin-1-yl)phenyl)ethynyl)-2H-chromen-2-one

3-cyclopentyl-2-(2-(4-(piperidin-1-yl)phenyl)ethynyl)-3H-imidazo[4,5-b]pyridine

Refernces

• 1、 Elangovan, Arumugasamy,Yang, Shu-Wen,Lin, Jui-Hsien,Kao, Kuo-Ming,Ho, Tong-Ing. "Synthesis and electrogenerated chemiluminescence of donor-substituted phenylquinolinylethynes and phenylisoquinolinylethynes: Effect of positional isomerism". . p. 1597 - 1602. Retrieved 2007/10/03.