5-Methoxy-3-methylquinoline

Base Information

• Chemical Name: 5-Methoxy-3-methylquinoline
• CAS No.: 137595-48-3
• Molecular Formula: C11H11NO
• Molecular Weight: 173.21100
• Hs Code.: 2933499090
• Mol file: 137595-48-3.mol

Synonyms:Quinoline,5-methoxy-3-methyl;3-Methyl-5-methoxyquinoline;

Chemical Property of 5-Methoxy-3-methylquinoline

Chemical Property:

• PSA: 22.12000
• LogP: 2.55180

Purity/Quality:

98.5% ^*data from raw suppliers

5-Methoxy-3-methylquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Methoxy-3-methylquinoline

There total 4 articles about 5-Methoxy-3-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:

N-(3-methoxyphenyl)pivalamide (56619-93-3) → 3-Methyl-5-methoxyquinoline (137595-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sec-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 2 h, 2.) 0 deg C, 1 h; r.t., 12 h

2: KHMDS / tetrahydrofuran; hexane; toluene / 2 h / Ambient temperature

With sec.-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; hexane; toluene;

DOI:10.1055/s-1998-2119

Reference yield:

propionaldehyde (123-38-6) + N-(2-formyl-3-methoxyphenyl)pivalamide (82673-65-2) → 3-Methyl-5-methoxyquinoline (137595-48-3)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; hexane; toluene; for 2h; Yield given; Ambient temperature;

DOI:10.1055/s-1998-2119

Reference yield:

N-(3-methoxyphenyl)pivalamide (56619-93-3) + propionaldehyde (123-38-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-Methyl-5-methoxyquinoline (137595-48-3)

Guidance literature:

With sec.-butyllithium; potassium hexamethylsilazane; Yield given. Multistep reaction; 1.) THF, 0 deg C, 2 h; 2.) THF, 0 deg C, 1 h; 3.) 0 deg C, 10 min; RT, 2h;

DOI:10.1055/s-1997-773

upstream raw materials:

N-(3-methoxyphenyl)pivalamide

3-ethoxymethacrolein

propionaldehyde

N,N-dimethyl-formamide

Refernces

• 1、 Ubeda, J. Ignacio,Villacampa, Mercedes,Avenda?o, Carmen. "A New Modification of the Friedl?nder Synthesis via ortho-Dilithiated N-Pivaloylanilines". . p. 285 - 286. Retrieved 1997.