7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one

Base Information

• Chemical Name: 7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one
• CAS No.: 139256-06-7
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• DSSTox Substance ID: DTXSID80420828
• Nikkaji Number: J450.373B
• Wikidata: Q82232123
• ChEMBL ID: CHEMBL573966

Synonyms:7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one;139256-06-7;CHEMBL573966;7-hydroxy-3'-methoxyisoflavone;Maybridge3_003225;SCHEMBL2070726;3''-methoxy-7-hydroxyisoflavone;DTXSID80420828;SVIVXHGAPCFWCS-UHFFFAOYSA-N;HMS1440C13;BDBM50299416;IDI1_014612;7-Hydroxy-3-(3-methoxy-phenyl)-chromen-4-one

Chemical Property of 7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C2=COC3=C(C2=O)C=CC(=C3)O

Technology Process of 7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one

There total 7 articles about 7-hydroxy-3-(3-methoxyphenyl)-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: 89.0%

m-methoxyphenylacetic acid (1798-09-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + recorcinol (108-46-3) → 7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one (139256-06-7)

Guidance literature:

m-methoxyphenylacetic acid; N,N-dimethyl-formamide; recorcinol; With boron trifluoride diethyl etherate; at 10 - 90 ℃; for 1.5h; Inert atmosphere;

With 1,3,5-trichloro-2,4,6-triazine; at 20 - 60 ℃; for 0.0833333h;

DOI:10.1139/cjc-2013-0137

Reference yield: 84.0%

1-(2,4-dihydroxyphenyl)-2-(3-methoxyphenyl)ethanone (89019-83-0) → 7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one (139256-06-7)

Guidance literature:

With methanesulfonyl chloride; In N,N-dimethyl-formamide; at 60 - 70 ℃; for 1h;

Reference yield: 80.0%

3'-methoxy-7-(tetrahydropyran-2-yloxy)isoflavone (1125670-99-6) → 7-hydroxy-3-(3-methoxyphenyl)-4H-chromen-4-one (139256-06-7)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; methanol; at 20 - 60 ℃; for 1h;

upstream raw materials:

1-(2,4-dihydroxyphenyl)-2-(3-methoxyphenyl)ethanone

m-methoxyphenylacetic acid

recorcinol

3'-methoxy-7-(tetrahydropyran-2-yloxy)isoflavone

Downstream raw materials:

7-Methoxy-3-(3-methoxy-phenyl)-chromen-4-one

2,2-dimethyl-propanoic acid 3,4-dihydro-3-(3-methoxyphenyl)-4-oxo-2H-1-benzopyran-7-yl ester

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