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

Base Information

• Chemical Name: 5,7-dihydroxy-3-(2-methoxyphenyl)-4H-chromen-4-one
• CAS No.: 247564-47-2
• Molecular Formula: C16H12O5
• Molecular Weight: 284.26300
• Mol file: 247564-47-2.mol

Synonyms:5,7-dihydroxy-3-(2-methoxy-phenyl)-chromen-4-one;5,7-dihydroxy-3-(2-methoxyphenyl)chromen-4-one;5,7-Dihydroxy-3-(2-methoxy-phenyl)-chromen-4-on;5,7-dihydroxy-2’-methoxyisoflavone;

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

Chemical Property:

• Melting Point: 201 - 203 °C (methanol)
• PSA: 79.90000
• LogP: 2.87980

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 5,7-dihydroxy-3-(2-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: 90.0%

2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (116854-95-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5,7-dihydroxy-3-(2-methoxyphenyl)-4H-chromen-4-one (247564-47-2)

Guidance literature:

2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone; With boron trifluoride diethyl etherate; In N,N-dimethyl-formamide; at 50 - 60 ℃; Cooling with ice;

N,N-dimethyl-formamide; With methanesulfonyl chloride; at 50 - 70 ℃;

DOI:10.1002/cbdv.201400208

Reference yield:

3,5-dihydroxyphenol (108-73-6) → 5,7-dihydroxy-3-(2-methoxyphenyl)-4H-chromen-4-one (247564-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂; HCl / diethyl ether

2: BF₃-etherate; MeSO₂Cl / 100 °C

With hydrogenchloride; boron trifluoride diethyl etherate; methanesulfonyl chloride; zinc(II) chloride; In diethyl ether; 1: Houben-Hoesch reaction;

DOI:10.1023/A:1025422502712

Reference yield:

2-methoxy-benzeneacetonitrile (7035-03-2) → 5,7-dihydroxy-3-(2-methoxyphenyl)-4H-chromen-4-one (247564-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂; HCl / diethyl ether

2: BF₃-etherate; MeSO₂Cl / 100 °C

With hydrogenchloride; boron trifluoride diethyl etherate; methanesulfonyl chloride; zinc(II) chloride; In diethyl ether; 1: Houben-Hoesch reaction;

DOI:10.1023/A:1025422502712

upstream raw materials:

5,7-dihydroxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester

2-(2-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

N,N-dimethyl-formamide

3,5-dihydroxyphenol

Downstream raw materials:

Irilin C

5-methoxy-3-(2-methoxyphenyl)-4-oxo-4H-chromen-7-yl dimethylcarbamate

7-hydroxy-5-methoxy-3-(2-methoxyphenyl)-4H-chromen-4-one

7-hydroxy-5-methoxy-3-(2-methoxyphenyl)-8-(piperidin-1-ylmethyl)-4H-chromen-4-one