2-Methyl-4-phenoxyquinoline

Base Information

• Chemical Name: 2-Methyl-4-phenoxyquinoline
• CAS No.: 61606-97-1
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• DSSTox Substance ID: DTXSID90574164
• Wikidata: Q82463111
• Mol file: 61606-97-1.mol

Synonyms:2-Methyl-4-phenoxyquinoline;61606-97-1;SCHEMBL7532440;DTXSID90574164

Chemical Property of 2-Methyl-4-phenoxyquinoline

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)OC3=CC=CC=C3

Technology Process of 2-Methyl-4-phenoxyquinoline

There total 2 articles about 2-Methyl-4-phenoxyquinoline 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: 80.0%

2-methyl-1H-quinolin-4-one (5660-24-2) + Diphenyliodonium triflate (66003-76-7) → 2-methyl-4-phenoxyquinoline (61606-97-1)

Guidance literature:

With sodium hydroxide; In water; at 80 ℃; for 0.5h; Microwave irradiation;

DOI:10.1039/c7ob00940b

Reference yield: 23.0%

4-chloro-2-methylquinoline (4295-06-1) + phenol (108-95-2,27073-41-2) → 2-methyl-4-phenoxyquinoline (61606-97-1)

Guidance literature:

With copper(l) iodide; N,N-dimethylglycine hydrochoride; caesium carbonate; In 1,4-dioxane; at 90 ℃; for 24h;

DOI:10.1021/acs.jmedchem.7b01570

Reference yield: 75.0%

2-methyl-4-phenoxyquinoline (61606-97-1) → 4-phenoxyquinoline-2-carbaldehyde (28673-29-2)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 80 ℃; for 2h;

DOI:10.1021/acs.jmedchem.7b01570

upstream raw materials:

4-chloro-2-methylquinoline

phenol

2-methyl-1H-quinolin-4-one

Diphenyliodonium triflate

Downstream raw materials:

2-methyl-4-(4-nitrophenoxy)quinoline

4-phenoxyquinoline-2-carbaldehyde

Refernces

• 1、 Mehra, Manish Kumar,Tantak, Mukund P.,Arun,Kumar, Indresh,Kumar, Dalip. "Metal-free regioselective formation of C-N and C-O bonds with the utilization of diaryliodonium salts in water: Facile synthesis of: N-Arylquinolones and aryloxyquinolines". supporting information. p. 4956 - 4961. Retrieved 2017/07/10.