3-Ethyl-6-methoxy-2-propylquinoline

Base Information

• Chemical Name: 3-Ethyl-6-methoxy-2-propylquinoline
• CAS No.: 3299-44-3
• Molecular Formula: C15H19 N O
• Molecular Weight: 229.322
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70513374
• Nikkaji Number: J1.435.738F
• Wikidata: Q82373159
• Mol file: 3299-44-3.mol

Synonyms:3-Ethyl-6-methoxy-2-propylquinoline;3299-44-3;DTXSID70513374;AKOS015965973;AC-20841

Chemical Property of 3-Ethyl-6-methoxy-2-propylquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 331.721°C at 760 mmHg
• Flash Point: 121.443°C
• PSA: 22.12000
• Density: 1.029g/cm³
• LogP: 3.75830
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 229.146664230
• Heavy Atom Count: 17
• Complexity: 231

Purity/Quality:

99%min ^*data from raw suppliers

3-ETHYL-6-METHOXY-2-PROPYL-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=C(C=C2C=C(C=CC2=N1)OC)CC

Technology Process of 3-Ethyl-6-methoxy-2-propylquinoline

There total 3 articles about 3-Ethyl-6-methoxy-2-propylquinoline 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: 62.0%

4-methoxy-aniline (104-94-9) + butyraldehyde (123-72-8) → 2-propyl-3-ethyl-6-methoxyquinoline (3299-44-3) + N-butyl-4-methoxyaniline (61829-43-4)

Guidance literature:

With zirconocene dichloride; In dichloromethane; at 40 ℃; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.cattod.2015.08.035

Reference yield: 46.0%

tributyl-amine (102-82-9) + 4-methoxy-aniline (104-94-9) → 2-propyl-3-ethyl-6-methoxyquinoline (3299-44-3) + N-butyl-4-methoxyaniline (61829-43-4)

Guidance literature:

With 1-hexene; bis-diphenylphosphinomethane; tin(ll) chloride; ruthenium trichloride; In 1,4-dioxane; at 180 ℃; for 20h;

DOI:10.1039/b005966h

Reference yield: 21.0%

(1E)-1-nitropent-1-ene (3156-72-7,66022-60-4) + 4-methyl-benzaldehyde (104-87-0) + 4-methoxy-aniline (104-94-9) → 2-propyl-3-ethyl-6-methoxyquinoline (3299-44-3) + 3-ethyl-6-methoxy-2-(p-tolyl)quinoline

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; In acetonitrile; at 80 ℃; for 10h; regioselective reaction;

DOI:10.1039/c9ob02214g

upstream raw materials:

tributyl-amine

4-methoxy-aniline

butyraldehyde

(1E)-1-nitropent-1-ene

Refernces

• 1、 Guo, Qiaoxia,Liao, Lijun,Teng, Weiling,Ren, Shenyong,Wang, Xiao,Lin, Yingying,Meng, Fanfang. "Synthesis of quinoline derivatives from anilines and aldehydes catalyzed by Cp2ZrCl2 and recyclable Cp2ZrCl2/MCM-41 system". . p. 117 - 122. Retrieved 2016/02/03.