Quinoline, 5-bromo-8-(phenylmethoxy)-

Base Information

• Chemical Name: Quinoline, 5-bromo-8-(phenylmethoxy)-
• CAS No.: 202259-06-1
• Molecular Formula: C16H12BrNO
• Molecular Weight: 314.181
• DSSTox Substance ID: DTXSID70409107
• Nikkaji Number: J3.023.826E
• Wikidata: Q82214802
• Mol file: 202259-06-1.mol

Synonyms:8-(benzyloxy)-5-bromoquinoline;202259-06-1;Quinoline, 5-bromo-8-(phenylmethoxy)-;5-bromo-8-phenylmethoxyquinoline;5-bromo-8-benzyloxyquinoline;SCHEMBL13625118;DTXSID70409107;5-Bromo-8-(phenylmethoxy)quinoline;CIA25906;MFCD03827565;AKOS001676874;WAY-323260;BS-21872;F79959;EN300-7361367;Z2181674097

Chemical Property of Quinoline, 5-bromo-8-(phenylmethoxy)-

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 313.01023
• Heavy Atom Count: 19
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C3C(=C(C=C2)Br)C=CC=N3

Technology Process of Quinoline, 5-bromo-8-(phenylmethoxy)-

There total 5 articles about Quinoline, 5-bromo-8-(phenylmethoxy)- 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: 100.0%

5-bromo-8-hydroxyquinoline (1198-14-7) + benzyl bromide (100-39-0) → 8-(benzyloxy)-5-bromoquinoline (202259-06-1)

Guidance literature:

5-bromo-8-hydroxyquinoline; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

benzyl bromide; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b01126

Reference yield: 97.0%

5-bromo-8-hydroxyquinoline (1198-14-7) + benzyl chloride (100-44-7) → 8-(benzyloxy)-5-bromoquinoline (202259-06-1)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 14h; Heating; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.08.039

Reference yield: 55.0%

8-(benzyloxy)quinoline (84165-42-4) → 8-(benzyloxy)-5-bromoquinoline (202259-06-1)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00363

upstream raw materials:

5-bromo-8-hydroxyquinoline

benzyl chloride

benzyl bromide

8-quinolinol

Downstream raw materials:

8-(benzyloxy)-5-(4-methoxyphenyl)quinoline

8-(benzyloxy)-5-(4-dimethylaminophenyl)quinoline

8-(benzyloxy)-5-(4-cyanophenyl)quinoline

8-(benzyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline