7-(2-Bromoethoxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 7-(2-Bromoethoxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one
• CAS No.: 41988-26-5
• Molecular Formula: C₁₇H₁₃BrO₄
• Molecular Weight: 361.192
• DSSTox Substance ID: DTXSID20705080
• Wikidata: Q82637760
• Mol file: 41988-26-5.mol

Synonyms:41988-26-5;DTXSID20705080;7-(2-Bromoethoxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one

Chemical Property of 7-(2-Bromoethoxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 359.99972
• Heavy Atom Count: 22
• Complexity: 430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OCCBr)O

Technology Process of 7-(2-Bromoethoxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one

There total 4 articles about 7-(2-Bromoethoxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-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: 95.0%

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) + ethylene dibromide (106-93-4) → 7-(2-bromoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one (41988-26-5)

Guidance literature:

With potassium carbonate; In acetone; for 21h; Inert atmosphere; Reflux;

DOI:10.1039/c4nj02329c

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 7-(2-bromoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one (41988-26-5)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / acetone / 8 h / 20 °C

2: pyridine; potassium hydroxide / 1 h / 50 °C

3: sulfuric acid; acetic acid / 1 h / 90 °C

4: pyridine hydrochloride / 0.25 h / 220 °C

5: potassium carbonate / acetone / 24 h / Reflux

With pyridine; sulfuric acid; pyridine hydrochloride; potassium carbonate; acetic acid; potassium hydroxide; In acetone; 2: Baker-Venkataraman rearrangement;

DOI:10.1007/s00044-010-9395-1

Reference yield:

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropane-1,3-dione (33507-94-7) → 7-(2-bromoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one (41988-26-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; acetic acid / 1 h / 90 °C

2: pyridine hydrochloride / 0.25 h / 220 °C

3: potassium carbonate / acetone / 24 h / Reflux

With sulfuric acid; pyridine hydrochloride; potassium carbonate; acetic acid; In acetone;

DOI:10.1007/s00044-010-9395-1

upstream raw materials:

5,7-dihydroxy-2-phenyl-chromen-4-one

ethylene dibromide

2-hydroxy-4,6-dimethoxyacetophenone

2-benzoyloxy-4,6-dimethoxyacetophenone

Downstream raw materials:

O₇-nitrooxyethyl chrysin

5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl)ethoxy)-4H-chromen-4-one

5-hydroxy-2-phenyl-7-(2-(piperidin-1-yl)ethoxy)-4H-chromen-4-one

5-hydroxy-2-phenyl-7-(2-(piperazin-1-yl)ethoxy)-4H-chromen-4-one