6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline
• CAS No.: 187679-62-5
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• Mol file: 187679-62-5.mol

Synonyms:

Chemical Property of 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Boiling Point: 427.7±45.0 °C(Predicted)
• PKA: 1.92±0.20(Predicted)
• Density: 1.139±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-1-methyl-3,4-dihydroquinolin-2(1H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline

There total 6 articles about 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline 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: 90.0%

(E)-methyl 3-(5-methoxy-2-(methyl(nitroso)amino)phenyl)acrylate (1416897-52-3) → 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline (187679-62-5)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; for 3h; Schlenk technique;

DOI:10.1021/ja3099245

Reference yield: 85.0%

6-Methoxy-1-methyl-2-oxo-1,2-dihydroquinoline (5392-11-0) → 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline (187679-62-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 48h; under 30400 Torr; Ambient temperature;

DOI:10.1039/a606968a

Reference yield:

6-methoxy quinoline (5263-87-6) → 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline (187679-62-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / acetone / Heating

2: 94 percent / K₃Fe(CN)6, aq. KOH / toluene / 0.25 h / 35 °C

3: 85 percent / H₂ / Pd/C / ethanol / 48 h / 30400 Torr / Ambient temperature

With potassium hydroxide; hydrogen; potassium hexacyanoferrate(III); palladium on activated charcoal; In ethanol; acetone; toluene;

DOI:10.1039/a606968a

upstream raw materials:

6-Methoxy-1-methyl-2-oxo-1,2-dihydroquinoline

6-methoxy quinoline

6-methoxy-(N-methyl-quinolinium iodide)

(E)-methyl 3-(5-methoxy-2-(methyl(nitroso)amino)phenyl)acrylate

Downstream raw materials:

6-Methoxy-1-methyl-2-thioxo-1,2,3,4-tetrahydroquinoline

(E)-3-{4-[Hydroxy-(6-methoxy-1-methyl-1,2,3,4-tetrahydro-quinolin-3-ylmethoxy)-phosphoryl]-phenyl}-acrylic acid isopropyl ester

Refernces

• 1、 -. "SUBSTITUTED BENZOLACTAM COMPOUNDS". Page 14. . Retrieved 2010/02/05.
• 2、 Gonzalez-Bello, Concepcion,Abell, Chris,Leeper, Finian J.. "Synthesis of tetrahydroquinolines, hexahydrobenzoindolizines and an aryl phosphonate linker for the generation of catalytic antibodies". . p. 1017 - 1024. Retrieved 2007/10/03.