2,3-Dibromobenzofuran

Base Information

• Chemical Name: 2,3-Dibromobenzofuran
• CAS No.: 64150-61-4
• Molecular Formula: C8H4Br2O
• Molecular Weight: 275.927
• Mol file: 64150-61-4.mol

Synonyms:2,3-Dibromo-benzofuran;

Chemical Property of 2,3-Dibromobenzofuran

Chemical Property:

• Boiling Point: 297.6±20.0 °C(Predicted)
• PSA: 13.14000
• Density: 1.989±0.06 g/cm3(Predicted)
• LogP: 3.95780

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dibromobenzofuran 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-Dibromobenzofuran

There total 5 articles about 2,3-Dibromobenzofuran 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: 84.0%

1-benzofurane (271-89-6) → dibromobenzofuran (64150-61-4)

Guidance literature:

With bromine; potassium acetate; In dichloromethane; for 4h; Reflux;

DOI:10.1016/j.tetlet.2009.04.069

Reference yield: 68.0%

2-bromo-1-benzofuran (54008-77-4) → dibromobenzofuran (64150-61-4)

Guidance literature:

With bromine; potassium acetate; acetic acid; at 90 ℃; for 12h;

DOI:10.3762/bjoc.12.195

Reference yield:

Benzofuran-2-carboxylic acid (496-41-3) → 2-bromo-1-benzofuran (54008-77-4) + dibromobenzofuran (64150-61-4)

Guidance literature:

With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃; Overall yield = 45 %;

DOI:10.1039/c8sc01016a

upstream raw materials:

1-benzofurane

2-bromo-1-benzofuran

Benzofuran-2-carboxylic acid

Downstream raw materials:

3-bromobenzofuran

3-bromo-2-(4-methoxyphenyl)benzo[b]furan

3-bromo-1-benzofuran-2-carboxylic acid

dibenzofuran

Refernces

2,3-Disubstituted 2,3,5-trisubstituted benzofurans by regioselective Pd-catalyzed cross-coupling reactions; a short synthesis of eupomatenoid-15

10.1055/s-2001-16052

The research focuses on the regioselective synthesis of 2,3-disubstituted and 2,3,5-trisubstituted benzofurans, which are structural motifs found in many biologically active compounds, through Pd-catalyzed cross-coupling reactions. The purpose of the study was to develop a method for the selective functionalization of benzofuran derivatives, particularly at the 2-position, and to apply this methodology to a short synthesis of eupomatenoid-15, a naturally occurring benzofuran. The researchers found that initial Pd-catalyzed cross-couplings preferentially occurred at the 2-position, and subsequent Pd- or Ni-catalyzed reactions at less reactive positions were possible. They also discovered that a halogen-metal exchange at low temperature was more selective than a Pd- or Ni-catalyzed process for differentiating between the 3- and 5-positions. Key chemicals used in the process included 2,3-dibromobenzofuran (1), 2,3,5-tribromobenzofuran (2), various alkynes, palladium and nickel catalysts, copper iodide, triethylamine, and tert-butyl lithium, among others. The study concluded with the successful synthesis of eupomatenoid-15, demonstrating the applicability of the developed methodology for the synthesis of 2,3,5-trisubstituted benzofurans.