2-(1-Piperidinyl)phenylboronic acid

Base Information

• Chemical Name: 2-(1-Piperidinyl)phenylboronic acid
• CAS No.: 1050505-85-5
• Molecular Formula: C11H16BNO2
• Molecular Weight: 205.065
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID60400623
• Wikidata: Q82203633
• Mol file: 1050505-85-5.mol

Synonyms:1050505-85-5;2-(1-PIPERIDINYL)PHENYLBORONIC ACID;(2-(Piperidin-1-yl)phenyl)boronic acid;(2-piperidin-1-ylphenyl)boronic acid;[2-(piperidin-1-yl)phenyl]boronic acid;2-(PIPERIDIN-1-YL)PHENYLBORONIC ACID;DTXSID60400623;2-(1-piperidinyl)phenylboronicacid;AMY32809;MFCD03095111;AKOS015854152;AB13493;2-(PIPERIDINO)PHENYLBORONIC ACID;AS-55651;CS-0044867;FT-0686448;W17692

Chemical Property of 2-(1-Piperidinyl)phenylboronic acid

Chemical Property:

• Boiling Point: 391.6 °C at 760 mmHg
• PKA: 9.05±0.53(Predicted)
• Flash Point: 190.6 °C
• PSA: 43.70000
• Density: 1.16 g/cm³
• LogP: 0.42170
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.1274089
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(1-Piperidinyl)phenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1N2CCCCC2)(O)O

Technology Process of 2-(1-Piperidinyl)phenylboronic acid

There total 4 articles about 2-(1-Piperidinyl)phenylboronic acid 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: 93.0%

Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) + 1-(2-bromophenyl)piperidine (82212-00-8,156808-79-6) → (2-(piperidin-1-yl)phenyl)boronic acid (1050505-85-5)

Guidance literature:

1-(2-bromophenyl)piperidine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4.33h;

water; In tetrahydrofuran; hexane; at 20 ℃; Time;

DOI:10.1021/acs.oprd.8b00248

Reference yield: 70.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-(2-bromophenyl)piperidine (82212-00-8,156808-79-6) → (2-(piperidin-1-yl)phenyl)boronic acid (1050505-85-5)

Guidance literature:

1-(2-bromophenyl)piperidine; With n-butyllithium; In hexane; at -78 - 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

Trimethyl borate; In hexane; at -78 - 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

With water; In hexane; for 16h;

DOI:10.1021/jacs.7b08143

Reference yield:

C17H28BNO2 → (2-(piperidin-1-yl)phenyl)boronic acid (1050505-85-5)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; hexane; at -70 - 0 ℃; for 0.75h;

DOI:10.1016/j.tet.2010.02.014

upstream raw materials:

Trimethyl borate

1-(2-bromophenyl)piperidine

water

1,5-dibromo-pentane

Downstream raw materials:

4-chloro-2-methyl-5-(2-piperidin-1-ylphenyl)pyridazin-3(2H)-one

Refernces

• 1、 Jayaraman, Arumugam,Misal Castro, Luis C.,Fontaine, Frédéric-Georges. "Practical and Scalable Synthesis of Borylated Heterocycles Using Bench-Stable Precursors of Metal-Free Lewis Pair Catalysts". supporting information. p. 1489 - 1499. Retrieved 2018/10/26.