METHYLQUINOLINE-8-CARBOXYLATE

Base Information

• Chemical Name: METHYLQUINOLINE-8-CARBOXYLATE
• CAS No.: 40245-26-9
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.19
• Hs Code.: 2933499090
• Mol file: 40245-26-9.mol

Synonyms:Methyl8-quinolinecarboxylate;8-Acetoxyquinoline;

Chemical Property of METHYLQUINOLINE-8-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.000447mmHg at 25°C
• Melting Point: 56～57℃
• Refractive Index: 1.614
• Boiling Point: 321.6 °C at 760 mmHg
• PKA: 3.17±0.17(Predicted)
• Flash Point: 148.3 °C
• PSA: 39.19000
• Density: 1.212 g/cm³
• LogP: 2.02140
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

8-QUINOLINECARBOXYLICACID,METHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of METHYLQUINOLINE-8-CARBOXYLATE

There total 8 articles about METHYLQUINOLINE-8-CARBOXYLATE 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%

methanol (67-56-1) + 8-bromoquinoline (16567-18-3) + carbon monoxide (201230-82-2) → quinoline-8-carboxylic acid methyl ester (40245-26-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; In tetrahydrofuran; at 50 ℃; for 168h; under 4560.31 Torr;

DOI:10.1021/acs.organomet.8b00778

Reference yield: 98.0%

methyl 8-quinolinecarboxylate N-oxide → quinoline-8-carboxylic acid methyl ester (40245-26-9)

Guidance literature:

With Eosin Y; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate; In acetonitrile; at 20 ℃; for 2h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1039/d1ob00260k

Reference yield: 93.0%

→ quinoline-8-carboxylic acid methyl ester (40245-26-9)

Guidance literature:

With sulfuric acid; In methanol; at 70 ℃;

upstream raw materials:

diazomethane

8-carboxyquinoline

8-formylquinoline

diazomethyl-trimethyl-silane

Downstream raw materials:

quinolin-8-yl(4-(trifluoromethyl)phenyl)methanone

(4-bromophenyl)(quinolin-8-yl)methanone

(4-fluorophenyl)(quinolin-8-yl)methanone

(4-chlorophenyl)(quinolin-8-yl)methanone

Refernces

• 1、 Kim, Se Hyun,An, Ju Hyeon,Lee, Jun Hee. "Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions". supporting information. p. 3735 - 3742. Retrieved 2021/05/04.
• 2、 Demianets, Ivan,Hunt, Jonathan R.,Dawlaty, Jahan M.,Williams, Travis J.. "Optical p Ka Control in a Bifunctional Iridium Complex". . p. 200 - 204. Retrieved 2019/01/21.