2-(4-Methoxybenzyloxy)-4-methylquinoline

Base Information

• Chemical Name: 2-(4-Methoxybenzyloxy)-4-methylquinoline
• CAS No.: 937184-70-8
• Molecular Formula: C18H17NO2
• Molecular Weight: 279.338
• Hs Code.: 2933499090
• European Community (EC) Number: 623-087-2
• DSSTox Substance ID: DTXSID00583126
• Nikkaji Number: J2.454.323D
• Wikidata: Q82474645
• Mol file: 937184-70-8.mol

Synonyms:2-(4-METHOXYBENZYLOXY)-4-METHYLQUINOLINE;937184-70-8;2-[(4-Methoxyphenyl)methoxy]-4-methylquinoline;Dudley PMB reagent;2-((4-Methoxybenzyl)oxy)-4-methylquinoline;starbld0028152;Dudley Reagent II, PMBO-L, PMBO-lepidine;SCHEMBL2005868;DTXSID00583126;MFCD11656168;2-(4-Methoxybenzyloxy)-4-methylquinoline, 97%

Chemical Property of 2-(4-Methoxybenzyloxy)-4-methylquinoline

Chemical Property:

• Melting Point: 73-78 °C
• Boiling Point: 435.1±35.0 °C(Predicted)
• PKA: 3.75±0.50(Predicted)
• PSA: 31.35000
• Density: 1.155±0.06 g/cm3(Predicted)
• LogP: 4.13080
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 279.125928785
• Heavy Atom Count: 21
• Complexity: 314

Purity/Quality:

2-(4-Methoxybenzyloxy)-4-methylquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=CC=CC=C12)OCC3=CC=C(C=C3)OC
• Uses: Dudley ReagentsReagent for the protection of alcohols under relatively neutral and acidic reaction conditions

Technology Process of 2-(4-Methoxybenzyloxy)-4-methylquinoline

There total 1 articles about 2-(4-Methoxybenzyloxy)-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: 93.0%

2-chloro-4-methylquinoline (634-47-9) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxybenzyloxy)-4-methylquinoline (937184-70-8)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In toluene; for 1h; Heating;

DOI:10.1039/b617926f

Reference yield: 99.0%

2-(4-methoxybenzyloxy)-4-methylquinoline (937184-70-8) + (2,3,4,5,6-pentafluorophenyl)methanol (440-60-8) + methyl trifluoromethanesulfonate (333-27-7) → C15H11F5O2 + 1,4-dimethylquinolin-2(1H)-one (2584-47-6) + 4,4'-dimethoxydibenzyl ether (5405-95-8)

Guidance literature:

With magnesium oxide; In various solvent(s); at 0 - 20 ℃;

DOI:10.1039/b617926f

Reference yield: 98.0%

2-(4-methoxybenzyloxy)-4-methylquinoline (937184-70-8) + propargyl alcohol (107-19-7) → 3-(4-methoxybenzyloxy)propyne (4039-83-2)

Guidance literature:

With CSA; In dichloromethane; at 20 ℃; for 45h; Inert atmosphere;

DOI:10.1016/j.tet.2012.04.082

upstream raw materials:

2-chloro-4-methylquinoline

4-Methoxybenzyl alcohol

Downstream raw materials:

1,4-dimethylquinolin-2(1H)-one

4,4'-dimethoxydibenzyl ether

4-methoxybenzyl (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ether

1-methoxy-4-((1-phenylethoxy)methyl)benzene

Refernces

• 1、 Nwoye, Ernest O.,Dudley, Gregory B.. "Synthesis of para-methoxybenzyl (PMB) ethers under neutral conditions". . p. 1436 - 1437. Retrieved 2008/02/02.