6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one

Base Information

• Chemical Name: 6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one
• CAS No.: 1313611-67-4
• Molecular Formula: C₁₅H₉BrCl₂O₂
• Molecular Weight: 372.045
• Mol file: 1313611-67-4.mol

Synonyms:6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one

Chemical Property of 6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one

There total 1 articles about 6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one 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:

5-Bromo-2-hydroxyacetophenone (1450-75-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one (1313611-67-4)

Guidance literature:

With potassium hydroxide; In methanol; Reflux;

DOI:10.1002/ardp.201000302

Reference yield: 60.0%

trimethylsilyl cyanide (7677-24-9) + 6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one (1313611-67-4) → 6-bromo-2-(2,4-dichlorophenyl)-4-[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromene-4-carbonitrile (1313611-75-4)

Guidance literature:

With zinc(II) iodide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/ardp.201000302

Reference yield:

6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-4H-chromen-4-one (1313611-67-4) → [6-bromo-2-(2,4-dichlorophenyl)-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetic acid (1313611-64-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: zinc(II) iodide / dichloromethane / 4 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

3.1: tetrahydrofuran / 0 - 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

4.2: -78 - 20 °C

5.1: water; potassium hydroxide / methanol / 2 h / Reflux

With lithium aluminium tetrahydride; n-butyllithium; water; potassium hydroxide; zinc(II) iodide; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1002/ardp.201000302

upstream raw materials:

5-Bromo-2-hydroxyacetophenone

2,4-dichlorobenzaldeyhde

Downstream raw materials:

[6-bromo-2-(2,4-dichlorophenyl)-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetic acid

6-bromo-2-(2,4-dichlorophenyl)-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one

ethyl [6-bromo-2-(2,4-dichlorophenyl)-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate

6-bromo-2-(2,4-dichlorophenyl)-4-[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromene-4-carbonitrile