2,3,5-tribromo-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 2,3,5-tribromo-2,3-dihydrobenzofuran
• CAS No.: 568593-05-5
• Molecular Formula: C₈H₅Br₃O
• Molecular Weight: 356.839
• Mol file: 568593-05-5.mol

Synonyms:methyl 2,3,5-tribromo-1H-indole-1-carboxylate;2,3,5-tribromo-1-carbomethoxyindole;2,3,5-tribromo-2,3-dihydro-benzofuran;1H-Indole-1-carboxylic acid,2,3,5-tribromo-,methyl ester;2,3,5-Tribrom-2,3-dihydro-benzofuran;

Chemical Property of 2,3,5-tribromo-2,3-dihydrobenzofuran

Chemical Property:

• PSA: 9.23000
• LogP: 3.99850

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tribromo-2,3-dihydrobenzofuran

There total 2 articles about 2,3,5-tribromo-2,3-dihydrobenzofuran 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: 41.0%

5-bromobenzofuran (23145-07-5) → 2,3,5-tribromobenzofuran (64150-67-0) + 2,3,5-tribromo-2,3-dihydrobenzofuran (568593-05-5)

Guidance literature:

With bromine; In dichloromethane; for 5h; Heating;

Reference yield:

carbon disulfide (75-15-0,12122-00-8) → 2,3,5-tribromo-2,3-dihydrobenzofuran (568593-05-5)

Guidance literature:

With bromine;

Reference yield:

2,3,5-tribromo-2,3-dihydrobenzofuran (568593-05-5) → (Z)-3-bromo-2-(4-methoxyphenyl)-5-(prop-1-enyl)benzo[b]furan

Guidance literature:

Multi-step reaction with 4 steps

1.1: 86 percent / KOH / ethanol / 3.5 h

2.1: 95 percent / Br₂ / CH₂Cl₂ / 16 h / Heating

3.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

3.2: ZnCl₂ / tetrahydrofuran; pentane / 0.17 h / -78 °C

3.3: 75 percent / [PdCl₂(PPh₃)2] / tetrahydrofuran; pentane / 2 h / 20 °C

4.1: [NiCl₂(dppe)] / tetrahydrofuran / 3 h / 20 °C

With potassium hydroxide; bromine; tert.-butyl lithium; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; pentane; 3.3: Negishi cross-coupling / 4.1: Kumada cross-coupling;

upstream raw materials:

carbon disulfide

5-bromobenzofuran

Downstream raw materials:

dibromo-3,5 benzofuranne

eupomatenoid-3

eupomatenoid 6

(E)-2-(4-methoxyphenyl)-3-methyl-5-(prop-1-enyl)benzo[b]furan