8-Methoxy-4-Methylquinoline

Base Information

• Chemical Name: 8-Methoxy-4-Methylquinoline
• CAS No.: 61703-95-5
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• DSSTox Substance ID: DTXSID50572767
• Nikkaji Number: J1.228.814J
• Wikidata: Q82461247
• Mol file: 61703-95-5.mol

Synonyms:8-Methoxy-4-Methylquinoline;8-Methoxylepidine;61703-95-5;SCHEMBL1337689;DTXSID50572767;CGLOSACZKHEASF-UHFFFAOYSA-N;AKOS022889394;CS-0282015;EN300-136547;G42360

Chemical Property of 8-Methoxy-4-Methylquinoline

Chemical Property:

• PSA: 22.12000
• LogP: 2.55180
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

8-Methoxy-4-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CC=C(C2=NC=C1)OC

Technology Process of 8-Methoxy-4-Methylquinoline

There total 8 articles about 8-Methoxy-4-Methylquinoline 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: 98.0%

2-chloro-8-methoxy-4-methylquinoline (30198-01-7,89445-80-7) → 8-methoxy-4-methylquinoline (61703-95-5)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In ethanol; Heating;

DOI:10.1021/jm00128a040

Reference yield: 86.0%

4-methylquinolin-8-ol (3846-73-9) + methyl iodide (74-88-4) → 8-methoxy-4-methylquinoline (61703-95-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

DOI:10.1021/acs.orglett.8b00118

Reference yield: 81.0%

2-methoxy-phenylamine (90-04-0) + methyl vinyl ketone (78-94-4,25038-87-3) → 8-methoxy-4-methylquinoline (61703-95-5)

Guidance literature:

potassium dodecatangestocobaltate trihydrate; for 0.2h; microwave irradiation;

DOI:10.3987/COM-06-10668

upstream raw materials:

4-chloro-2-butanone

2-methoxy-phenylamine

2-chloro-8-methoxy-4-methylquinoline

methyl vinyl ketone

Downstream raw materials:

8-methoxy-4-quinolinecarboxaldehyde

Refernces

• 1、 Tong, Mengchao,Wang, Sinan,Zhuang, Jinchen,Qin, Cong,Li, Hao,Wang, Wei. "Direct access of the chiral quinolinyl core of cinchona alkaloids via a br?nsted acid and chiral amine co-catalyzed chemo- and enantioselective α-alkylation of quinolinylmethanols with enals". supporting information. p. 1195 - 1199. Retrieved 2018/02/23.
• 2、 -. "MULTIFUNCTIONAL QUINOLINE DERIVATIVES AS ANTI-NEURODEGENERATIVE AGENTS". . . Retrieved 2014/10/16.