5,7-Dihydroxy-2-(3-methoxyphenyl)chromen-4-one

Base Information

• Chemical Name: 5,7-Dihydroxy-2-(3-methoxyphenyl)chromen-4-one
• CAS No.: 28973-32-2
• Molecular Formula: C16H12O5
• Molecular Weight: 284.268
• DSSTox Substance ID: DTXSID40420501
• Nikkaji Number: J585.642F
• Wikidata: Q82231792
• ChEMBL ID: CHEMBL309936
• Mol file: 28973-32-2.mol

Synonyms:28973-32-2;5,7-Dihydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one;5,7-dihydroxy-2-(3-methoxyphenyl)chromen-4-one;CHEMBL309936;3'-methoxy-5,7-dihydroxyflavone;DTXSID40420501;BDBM50212749;2-(3-Methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one

Chemical Property of 5,7-Dihydroxy-2-(3-methoxyphenyl)chromen-4-one

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 284.06847348
• Heavy Atom Count: 21
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O

Technology Process of 5,7-Dihydroxy-2-(3-methoxyphenyl)chromen-4-one

There total 5 articles about 5,7-Dihydroxy-2-(3-methoxyphenyl)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: 56.0%

5,7-dimethoxy-2-(3-methoxyphenyl)-4H-chromen-4-one (103430-01-9) → 5,7-dihydroxy-2-(3-hydroxyphenyl)-4H-chromen-4-one (72472-92-5) + 5,7-dihydroxy-2-(3'-methoxyphenyl)chromone (28973-32-2)

Guidance literature:

With N-butyl-N-methylimidazolium heptachlorodialuminate; In dichloromethane; at 40 ℃; for 4h;

DOI:10.1081/SCC-200028625

Reference yield: 40.0%

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) + m-anisoyl chloride (1711-05-3) → 5,7-dihydroxy-2-(3'-methoxyphenyl)chromone (28973-32-2)

Guidance literature:

2,4,6-trihydroxyacetophenone; With potassium carbonate; In acetone; at 20 ℃; for 0.166667h;

m-anisoyl chloride; In acetone; for 24h; Heating;

DOI:10.1271/bbb.68.1858

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 5,7-dihydroxy-2-(3'-methoxyphenyl)chromone (28973-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. potassium carbonate; tetrabutylammonium bromide / benzene

2.1: aq. potassium carbonate / 6 h

2.2: acetic acid / Heating

With tetrabutylammomium bromide; potassium carbonate; In benzene;

DOI:10.1016/j.bmcl.2004.05.061

upstream raw materials:

5,7-dimethoxy-2-(3-methoxyphenyl)-4H-chromen-4-one

2,4,6-trihydroxyacetophenone

m-anisoyl chloride

Downstream raw materials:

5,6,7-trihydroxy-3'-methoxyflavone

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