4-(2-phenylethyl)quinoline

Base Information

• Chemical Name: 4-(2-phenylethyl)quinoline
• CAS No.: 5414-80-2
• Molecular Formula: C17H15N
• Molecular Weight: 233.313
• Mol file: 5414-80-2.mol

Synonyms:

Chemical Property of 4-(2-phenylethyl)quinoline

Chemical Property:

• Vapor Pressure: 2.43E-05mmHg at 25°C
• Boiling Point: 370°Cat760mmHg
• Flash Point: 158.9°C
• Density: 1.109g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(2-phenylethyl)quinoline

There total 9 articles about 4-(2-phenylethyl)quinoline 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: 92.0%

C6H4NCH2CHCCH2 (491-35-0) + benzyl alcohol (100-51-6,185532-71-2) → 4-(2-phenylethyl)quinoline (5414-80-2)

Guidance literature:

With [Mn(HN(C₂H₄PⁱPr₂)₂)(CO)₂Br]; potassium tert-butylate; In tert-Amyl alcohol; at 140 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1039/d1cc00181g

Reference yield: 54.0%

N-(quinolin-4-ylmethyl)-N-benzylamine (860346-40-3) → 4-(2-phenylethyl)quinoline (5414-80-2)

Guidance literature:

With C₂₀H₂₀F₃NO₄; In tetrahydrofuran; at 45 ℃; chemoselective reaction;

DOI:10.1038/s41586-021-03448-9

Reference yield: 43.0%

triphenylboroxine (3262-89-3) + 4-(2-methoxyethyl)quinoline (1309579-41-6) → 4-(2-phenylethyl)quinoline (5414-80-2)

Guidance literature:

With triphenyl phosphite; methanol; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In toluene; at 120 ℃; for 24h;

DOI:10.1021/ol2012007

upstream raw materials:

C₆H₄NCH₂CHCCH₂

benzyl potassium

4-styryl-quinoline

para-thiocresol

Downstream raw materials:

3-phenethyl-3-(2-(N-methylamino)-2-oxoethyl)-indoline-2-thione

4-(1-benzyl-2-phenyl-ethyl)-quinoline

Refernces

• 1、 Kennedy, Sean H.,Dherange, Balu D.,Berger, Kathleen J.,Levin, Mark D.. "Skeletal editing through direct nitrogen deletion of secondary amines". . p. 223 - 227. Retrieved 2021/05/19.
• 2、 Banerjee, Debasis,Bera, Sourajit,Kabadwal, Lalit Mohan. "Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcoholsviaC-H bond activation". supporting information. p. 4777 - 4780. Retrieved 2020/05/13.