6-Benzylquinoline

Base Information

• Chemical Name: 6-Benzylquinoline
• CAS No.: 54884-99-0
• Molecular Formula: C16H13N
• Molecular Weight: 219.2811
• Hs Code.: 2933499090
• Mol file: 54884-99-0.mol

Synonyms:Quinoline, 6-(phenylmethyl)-;6-(phenylmethyl)-quinoline;Quinoline,6-(phenylmethyl);6-Benzyl-chinolin;6-benzyl-quinoline;

Chemical Property of 6-Benzylquinoline

Chemical Property:

• Vapor Pressure: 2.45E-05mmHg at 25°C
• Melting Point: 79.35°C
• Refractive Index: 1.7020 (estimate)
• Boiling Point: 369.9°Cat760mmHg
• Flash Point: 160.8°C
• PSA: 12.89000
• Density: 1.117g/cm³
• LogP: 3.82560

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Benzylquinoline

There total 15 articles about 6-Benzylquinoline 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: 100.0%

6-(diphenylmethyl)quinoline + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 6-benzylquinoline (54884-99-0)

Guidance literature:

With aluminum tri-bromide; at 20 ℃; for 27h;

DOI:10.1007/s10593-021-03015-0

Reference yield: 94.0%

6-(hydroxymethyl)quinoline (100516-88-9) + phenylboronic acid (98-80-6) → 6-benzylquinoline (54884-99-0)

Guidance literature:

With potassium pyrophosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In toluene; at 80 - 100 ℃; for 25h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01669

Reference yield: 64.0%

6-bromoquinoline (5332-25-2) + potassium benzyltrifluoroborate → 6-benzylquinoline (54884-99-0)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); lithium perchlorate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; Electrochemical reaction; Inert atmosphere; Glovebox;

DOI:10.1002/anie.202014244

upstream raw materials:

6-benzyl-4-chloro-quinoline

p-benzylaniline

glycerol

6-benzyl-4-hydroxy-quinoline-2-carboxylic acid

Downstream raw materials:

(phenyl)(6-quinolinyl)methanol

phenyl(quinolin-6-yl)methanone

Refernces

• 1、 Luo, Jian,Hu, Bo,Wu, Wenda,Hu, Maowei,Liu, T. Leo. "Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**". supporting information. p. 6107 - 6116. Retrieved 2021/02/01.
• 2、 Wu, Qingsong,Han, Shuaijun,Ren, Xiaoxiao,Lu, Hongtao,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents". supporting information. p. 6345 - 6348. Retrieved 2018/10/20.