4-[2-(4-methoxyphenyl)ethyl]pyridine

Base Information

• Chemical Name: 4-[2-(4-methoxyphenyl)ethyl]pyridine
• CAS No.: 5462-66-8
• Molecular Formula: C14H15NO
• Molecular Weight: 213.279
• Mol file: 5462-66-8.mol

Synonyms:Pyridine,4-(p-methoxyphenethyl)- (8CI);NSC 13813;

Chemical Property of 4-[2-(4-methoxyphenyl)ethyl]pyridine

Chemical Property:

• Vapor Pressure: 0.000423mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 325.9 °C at 760 mmHg
• Flash Point: 119.4 °C
• Density: 1.065 g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[2-(4-methoxyphenyl)ethyl]pyridine

There total 11 articles about 4-[2-(4-methoxyphenyl)ethyl]pyridine 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: 79.0%

picoline (108-89-4) + 4-Methoxybenzyl alcohol (105-13-5) → 1-(4-methoxyphenyl)-2-(4-pyridyl)ethane (5462-66-8)

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: 70.0%

1-bromo-4-methoxy-benzene (104-92-7) + 2,4,6-tris(4-methoxyphenyl)-1-(2-(pyridin-4-yl)ethyl)pyridin-1-iumte trafluoroborate → 1-(4-methoxyphenyl)-2-(4-pyridyl)ethane (5462-66-8)

Guidance literature:

With nickel(II) bromide dimethoxyethane; manganese; 4,4'-Dimethoxy-2,2'-bipyridin; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 20h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01016

Reference yield: 63.0%

(E)-4-(4-methoxystyryl)pyridine (722-21-4,6043-46-5,46739-60-0) → 1-(4-methoxyphenyl)-2-(4-pyridyl)ethane (5462-66-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1039/a908323e

upstream raw materials:

picoline

1-Adamantyl bromide

(E)-4-(4-methoxystyryl)pyridine

4-Methoxybenzyl alcohol

Downstream raw materials:

1-(4-hydroxyphenyl)-2-(4-pyridyl)ethane

Refernces

• 1、 Onoda, Mitsuki,Fujita, Ken-Ichi. "Iridium-Catalyzed C-Alkylation of Methyl Group on N-Heteroaromatic Compounds using Alcohols". supporting information. p. 7295 - 7299. Retrieved 2020/10/02.
• 2、 Martin-Montero, Raul,Yatham, Veera Reddy,Yin, Hongfei,Davies, Jacob,Martin, Ruben. "Ni-catalyzed Reductive Deaminative Arylation at sp3 Carbon Centers". supporting information. p. 2947 - 2951. Retrieved 2019/04/30.