3-BroMobenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 3-BroMobenzofuran-2-carboxylic acid
• CAS No.: 38281-53-7
• Molecular Formula: C9H5BrO3
• Molecular Weight: 241.03800
• Mol file: 38281-53-7.mol

Synonyms:3-Brom-benzofuran-2-carbonsaeure;3-Bromo-benzofuran-2-carboxylic acid;3-Brom-2-carboxy-benzofuran;

Chemical Property of 3-BroMobenzofuran-2-carboxylic acid

Chemical Property:

• PSA: 50.44000
• LogP: 2.89350
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3-Bromobenzofuran-2-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BroMobenzofuran-2-carboxylic acid

There total 2 articles about 3-BroMobenzofuran-2-carboxylic acid 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:

dibromobenzofuran (64150-61-4) + carbon dioxide (124-38-9,18923-20-1) → 3-bromo-1-benzofuran-2-carboxylic acid (38281-53-7)

Guidance literature:

dibromobenzofuran; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/ja0566127

Reference yield:

→ 3-bromo-1-benzofuran-2-carboxylic acid (38281-53-7)

Guidance literature:

aus 2,3-Dibrom-benzofuran 11, BuLi, CO2;

Reference yield:

3-bromo-1-benzofuran-2-carboxylic acid (38281-53-7) → C23H23NO5S

Guidance literature:

Multi-step reaction with 5 steps

1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; triphenylphosphine / toluene / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

4: N-Bromosuccinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.02 h / 20 °C / Inert atmosphere

5: copper(ll) sulfate pentahydrate; 1,10-Phenanthroline; potassium phosphate / toluene / 80 °C / Inert atmosphere; Sealed tube

With dmap; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; N-Bromosuccinimide; copper(l) iodide; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 2: |Sonogashira Cross-Coupling;

DOI:10.1039/C8OB02305K

upstream raw materials:

dibromobenzofuran

carbon dioxide