3-bromobenzyl-3-quinoline carboxylate

Base Information

• Chemical Name: 3-bromobenzyl-3-quinoline carboxylate
• CAS No.: 223102-42-9
• Molecular Formula: C₁₇H₁₂BrNO₂
• Molecular Weight: 342.192
• Mol file: 223102-42-9.mol

Synonyms:3-bromobenzyl-3-quinoline carboxylate

Chemical Property of 3-bromobenzyl-3-quinoline carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromobenzyl-3-quinoline carboxylate

There total 1 articles about 3-bromobenzyl-3-quinoline 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: 92.0%

quinoline-3-carboxylic acid (6480-68-8) + (3-Bromophenyl)methanol (15852-73-0) → 3-bromobenzyl-3-quinoline carboxylate (223102-42-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo9809074

Reference yield: 83.0%

m-nitrobenzene boronic acid (13331-27-6) + 3-bromobenzyl-3-quinoline carboxylate (223102-42-9) → 3'-nitrobiphenyl-3-quinoline carboxylate (223102-43-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; at 75 ℃; for 4h;

DOI:10.1021/jo9809074

Reference yield:

3-bromobenzyl-3-quinoline carboxylate (223102-42-9) → N-(3'-(hydroxymethyl)biphenyl-3-yl)benzamide

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / Pd(PPh₃)4, Na₂CO₃ / 1,2-dimethoxy-ethane / 4 h / 75 °C

2: 95 percent / NH₄Cl, Fe / ethanol; H₂O / 3 h / 60 °C

3: 92 percent / Et₃N / CH₂Cl₂ / 4 h / 25 °C

4: 85 percent / LiOH / tetrahydrofuran / 1 h / 55 °C

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iron; sodium carbonate; ammonium chloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water;

DOI:10.1021/jo9809074

upstream raw materials:

quinoline-3-carboxylic acid

(3-Bromophenyl)methanol

Downstream raw materials:

3'-nitrobiphenyl-3-quinoline carboxylate

3'-aminobiphenyl-3-quinoline carboxylate

3'-(benzoylamino)biphenyl-3-quinoline carboxylate