4-phenethylpyridine

Base Information

• Chemical Name: 4-phenethylpyridine
• CAS No.: 2116-64-5
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Hs Code.: 2933399090
• Mol file: 2116-64-5.mol

Synonyms:4-(2-Phenylethyl)pyridine;4-Phenethylpyridine;4-Phenethyl-pyridine;

Chemical Property of 4-phenethylpyridine

Chemical Property:

• Vapor Pressure: 0.00547mmHg at 25°C
• Refractive Index: 1.576
• Boiling Point: 283.2 °C at 760 mmHg
• Flash Point: 116.2 °C
• PSA: 12.89000
• Density: 1.04 g/cm³
• LogP: 2.86680

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-phenethylpyridine

There total 51 articles about 4-phenethylpyridine 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: 90.0%

trans-4-styrylpyride (5097-93-8) → 4-(2-phenylethyl)pyridine (2116-64-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1002/ardp.19903230110

Reference yield: 87.0%

picoline (108-89-4) + benzyl alcohol (100-51-6,185532-71-2) → 4-(2-phenylethyl)pyridine (2116-64-5)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 120 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.0c02635

Reference yield: 84.0%

4-pyridineboronic acid pinacol ester (181219-01-2) → 4-(2-phenylethyl)pyridine (2116-64-5)

Guidance literature:

4-pyridineboronic acid pinacol ester; phenethylmagnesium halide; In tetrahydrofuran; at -78 - 20 ℃; for 2.25h; Inert atmosphere;

With trifluoroacetyl chloride; In tetrahydrofuran; at -78 - -40 ℃; for 18.5h; Further stages; Inert atmosphere;

DOI:10.1002/anie.201510027

upstream raw materials:

picoline

benzyl chloride

benzyl potassium

benzyl alcohol

Downstream raw materials:

2-amino-4-(2-phenylethyl)pyridine

1-benzyl-4-(2-phenylethyl)-1,2,3,6-tetrahydropyridine

4,4-bis(2-phenylethyl)-1-triisopropylsilyl-1,4-dihydropyridine

4,4-bis(2-phenylethyl)piperidine-cis-2,6-dicarboxylic acid hydrochloride

Refernces

• 1、 Baran, Phil S.,Choi, Jin,Godineau, Edouard,Laudadio, Gabriele. "Practical and Regioselective Synthesis of C-4-Alkylated Pyridines". . p. 11927 - 11933. Retrieved 2021/08/20.
• 2、 Zubar, Viktoriia,Sklyaruk, Jan,Brzozowska, Aleksandra,Rueping, Magnus. "Chemoselective Hydrogenation of Alkynes to (Z) -Alkenes Using an Air-Stable Base Metal Catalyst". supporting information. p. 5423 - 5428. Retrieved 2020/07/24.